Tag: M.W=0-100

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C3H5N3

Example 43a: (4-chloro-2-methoxy-3-((6-(trifluoromethyl)pyridin-3-yl)methyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol A solution of n-BuLi (2.5 M in hexanes, 1.25 mL, 3.12 mmol) was added dropwise by syringe to a solution of 1 -methyl- 1 H- 1 ,2,3-triazole (268 mg, 3.22 mmol) in dry THF (32 mL) in a dry ice- methanol bath. The suspension was stirred for 30 minutes, slowly allowing the reaction mixture to warm to -10 C, (4-Chloro-2-methoxy-3-((6-(trifluoromethyl)pyTidin-3-yl)methyl)quinoiin-6- yi)(l ,2-dimethyl-lH-imida.zol-5-yl)methanone (0.500 g, 1 ,05 mmol, Intermediate 45: step f) in dry THF (5 mL) was added to the mixture via syringe and the resulting mixture was allowed to warm to ambient temperature overnight. The reaction was quenched with water. Brine was added and the aqueous mixture was extracted with ethyl acetate. The combined organic layers were dried (Na2S04), filtered, and concentrated. The crude product was purified by flash column chromatography (silica gel, 0-8% MeOH-DCM) to provide the title compound.JH NMR (500MHz, CDC1 delta 8.69 (d, J = 1.7 Hz, 1H), 8.24 (d, J = 1.9 Hz, 1H), 8.22 (s, IH), 7.79 – 7.76 (m, 1H), 7.75 (d, J = 8.7 Hz, 1H), 7.57 (d, J = 8.1 Hz, 1H), 7.42 (dd, J = 8.7, 2.0 Hz, 1H), 6.97 (s, 1H), 5.95 (s, 1H), 4.30 (s, 2H), 4.08 (s, 3H), 3.88 (s, 3H), 3.33 (s, 3H), 2.12 (s, 3H); MS m/e 557.8 [M+H]+.Example 43a was purified by ehiral SFC (ChiralPak AD-H, 70:30 C02:mixture of MeOH/iPrOH (50:50 with 0.3% /PrNH2)) to provide two pure enantiomers. The first eluting enantiomer was Example 43b: 1H NMR (400 MHz, CDC13) delta 8.72 (d, J = 1 .7 Hz, 1H), 8.21 (d, J = 2.1 Hz, 1H), 7.78 (dd, J —— 8.1 , 1 .7 Hz, I I I). 7.74 (d, J —— 8.7 Hz, 1 H), 7.58 id, J = 7.9 Hz,I I I). 7.40 (dd, J —– 8.7, 2,2 Hz, i l l). 7.50 (s, I H), 6.04 (s, 1H), 4.34 (s, 2H), 4.08 (s, M i l 3.89 (s,3H), 3.36 (s, 3H), 2.24 (s, 3H); MS m/e 557.2 [MJ+. The second eluting enantiomer was Example 43c: H NMR (400 MHz, CDC13) delta 8.73 (d, J = 1.8 Hz, 5 H), 8.20 (d, J === 2.0 Hz, 1H), 7.80 – 7.73 (m, 2H), 7.58 (d, J = 8.0 Hz, 1 H), 7.40 (dd, J = 8.7, 2.1 Hz, 1H), 7.52 (s, IH), 6.06 (s, IH), 4.35 (s, 21 1). 4.08 (s, 3H), 3.90 (s, 3H), 3.37 (s, 3H), 2.26 (s, 3H); MS m/e 557.2 i VI i

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; BARBAY, Kent; EDWARDS, James P.; KREUTTER, Kevin D.; KUMMER, David A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald L.; WOODS, Craig R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, belongs to Triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 41253-21-8, Quality Control of Sodium 1,2,4-triazol-1-ide

General procedure: 2-Chloro-N-(6-alkoxybenzo[d]thiazol-2-yl)acetamide (5 mmol) and sodium 1,2,4-triazole (6 mmol)were dissolved in N,N-dimethylformamide (10 mL) and stirred for 10 h at room temperature. Half of thesolvent was then evaporated, the solution was poured in 50 mL water, and extracted with ethyl acetate(30 mL 3). The ethyl acetate layer was dried over anhydrous MgSO4. After removing the solventunder reduced pressure, the crude product was obtained and recrystallized from dichloromethane toyield a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Sodium 1,2,4-triazol-1-ide, and friends who are interested can also refer to it.

Reference:
Article; Liu, Da-Chuan; Zhang, Hong-Jian; Jin, Chun-Mei; Quan, Zhe-Shan; Molecules; vol. 21; 3; (2016);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Methyl-1H-1,2,3-triazole

The title compound was prepared according to No. WO2008 / 135826 International Patent Application Publication. In 1-methyl -1H-1,2,3- triazole (1.0g, 12.0 mmol, prepared according to International Patent Application No. 2008098104) 50 mL 2-neck flask containing, by the addition of THF (45 mL) , colorless solution was cooled to -40 . Then, by adding dropwise the (2.5 M, 4.8 mL, 12.0 mmol in hexane) n-BuLi, to give a dark reddish brown viscous solution. The mixture was stirred for 45 minutes at -30 to -20 in the following, was introduced into a pure DMF (3mL, 38.5 mmol) at -10 . The mixture was allowed to warm to room temperature, after stirring for 60 minutes, poured into water. Extract the aqueous portion with EtOAc (4 ¡Á 50 mL), the combined organics washed with brine, dried with MgSO4, filtered, and concentrated. The aqueous portion was extracted with DCM (3 ¡Á 50 mL) station, and dried as described above. The combined organics were concentrated to give a light brown oil The UV activity much higher than the starting material. DCM-25% CH3CN, according to TLC or of from 25% EtOAc-DCM, showed the product has a slightly higher Rf than the starting material. (With 100% DCM, 25% CH3CN-DCM increased) by silica gel chromatography on to give the title compound as a colorless oil.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 16681-65-5.

Reference:
Patent; Janssen Pharmaceuticals N.V; Leonardo, Christi.A.; Barvei, Kent; Edward, James P.; Gloita, Kevin D.; Kummer, David .A.; Maharoof, Umar; Nishimura, Rachael; Urbanski, Mode; Venkatesan, Hariharan; Wang, Ai Hua; Olin, Ronald L.; Woods, Craig; Fourier, Anne; Shu, Jih; Cumings, Maxwell D.; (86 pag.)KR2016/68948; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 584-13-4, The chemical industry reduces the impact on the environment during synthesis 584-13-4, name is 4H-1,2,4-Triazol-4-amine, I believe this compound will play a more active role in future production and life.

General procedure: 4-Amino-1,2,4-triazole (0.005 mol) was taken in 150 mL beaker and dissolved in ethanol (10 mL). Equimolar amount of substituted benzaldehyde was added to the ethanolic solution. Then, 0.5 mL of glacial acetic acid was added dropwise to the reaction mixture and stirred with glass rod. The contents were irradiated in MW at 360W for required time with continuous monitoring by TLC. Then the reaction mixture was filtered. Crude product was recrystallized from ethanol to obtain pure compound. Same procedure was repeated but with different amount of catalysts, i.e., 0.75 mL and 1 mL. The progress of reaction was monitored by TLC after 10 s interval. On completion of reaction, resultant mass was filtered and recrystallized from ethanol. The same procedure was used for the synthesis of rest of the compounds.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4H-1,2,4-Triazol-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mhaske, Sadhana D.; Takate, Sushama J.; Dhawale, Rhushikesh N.; Akolkar, Hemantkumar N.; Randhavane, Pratibha V.; Karale, Bhausaheb K.; Indian Journal of Heterocyclic Chemistry; vol. 27; 1; (2017); p. 89 – 97;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-65-5, The chemical industry reduces the impact on the environment during synthesis 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, I believe this compound will play a more active role in future production and life.

Intermediate 84 (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(2,6-dimethylpyridin-3-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol To a flask containing 1 -methyl- lH-l ,2,3-triazole (275 mg, 3.31 mmol, prepared according to PCX Int. Appl., 2008098104) was added THF (35 mL) and the colorless solution was cooled to – 50 C. Then, kappa-butyllithium (2.5 M in hexanes, 1 ,2 mL, 3.0 mmol) was added dropwise which afforded a dark reddish-brown viscous solution. The mixture was stirred between -20 to -10 C for 30 minutes, then a homogeneous THF solution of (4-chloro-2-methoxy-3-(4- (irifluQromethyl)benzy)quinoh (700 nig, 1.44 mmol in 4 mL THF, Intermediate 12: step f) was introduced at 0 C. The reaction mixture became a dark brown color and was allowed to warm gradually to room temperature. The mixture was stirred for 60 minutes at, room, temperature then quenched with aqueous NH4CI solution. The aqueous portion was extracted with EtOAc, 3 x 50 mL. The combined organics were washed with brine, dried over MgS04, filtered and concentrated to provide a brown oil. Chromatography on silica gel (1% MeOH-DCM increasing to 5% MeOH-DCM) provided the title compound as a light brown solid. Racemic (4~chloro-2-methoxy-3-(4~(trifluorometliyl)benzyl)quinohyl)rnethanol was separated into its individual enantiomers using the following conditions: Chiralcel OD, 20 uM (Diacel) using ethanol with 242 nM detection to give the first eluting enantiomer as Intermediate 84b and the second eluting enantiomer as Intermediate 84c.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methyl-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; BARBAY, Kent; EDWARDS, James P.; KREUTTER, Kevin D.; KUMMER, David A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald L.; WOODS, Craig R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-65-5, These common heterocyclic compound, 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

a 3-Methyl-3 H-1,2,3-triazole-4-carboxaldehyde To a stirred solution of 1-methyl-1 H-1,2,3-triazole (0.500 g, 6.02 mmol) in anhydrous THF (20 ml), cooled to -70 C. under nitrogen, was added dropwise a 1.6 M solution of butyl lithium in hexanes (4.23 ml, 6.77 mmol). The mixture was stirred at this temperature for 1 h, then anhydrous DMF (0.465 ml, 6.02 mmol) was added, and the mixture was allowed to warm to 0 C. over 30 min. Saturated aqueous NH4Cl (25 ml) was then added and the mixture was extracted with ethyl acetate. The organic layer was dried (Na2SO4) and evaporated in vacuo. The residue was purified by flash chromatography (silica gel, 40% EtOAc/hexane) to give 0.128 g (19%) of the title compound as a yellow oil: 1H NMR (360 MHz, d6-DMSO) delta4.27 (3 H, s), 8.45 (1 H, s), 10.01 (1 H, s); MS (ES+) m/e 144[M+MeOH+H]+, 111[M]+.

Statistics shows that 1-Methyl-1H-1,2,3-triazole is playing an increasingly important role. we look forward to future research findings about 16681-65-5.

Reference:
Patent; Merck Sharp & Dohme Limited; US6255305; (2001); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 288-36-8,Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a 50 mL round-bottomed flask equipped with a magnetic stirbar was added 1-H-l, 2. 3-triazole (0.192 g. 2.78 mmol) and DMF (10 mL) and then cooled to O0C while stirring. Then. sodium hydride (60% dispersion in mineral oil) (0.133 g. 3.33 mmol) is added to the reaction mixture and was slowly allowed to warm to ambient temperature. Then, l-iodo-4 pentyne (0.647 g, 3.33 mmol) was added dropwise. The reaction mixture was then heated to 800C and allowed to stir for 2.5 hours. Water (20 mL) was then added to the reaction mixture and then extracted with ethyl acetate (2 x 20 mL). The organic phase was dried with sodium sulfate and concentrated de vacuo followed by a purification by column chromatography (ethyl acetate/hexane) to produce l-Pent-4-ynyl-lH-[1.2.3]triazole (0.349 g. 93%) as a colorless oil. iH NMR (300 MHz, CDCb) delta 7.67 (s, IH). delta 7.59 (s. IH). delta 4.53 (t. 2H). delta 2.20 (t, 2H). delta 2.17 (m. 2H), delta 2.04 (s, IH) ppm: ?C NMR (75 MHz. CDCb) delta 133.9. 123.9. 82.2, 70.4. 48.7, 28.9. 15.7 ppm: HRMS (ESI) calcd for C7H10N3 (M-) 136.0869, found 136.0866

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORTH CAROLINA STATE UNIVERSITY; MELANDER, Christian; CAVANAGH, John; RITCHIE, David, F.; ROGERS, Steven, A.; HUIGENS, III, Robert, W.; WO2010/77603; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

584-13-4, name is 4H-1,2,4-Triazol-4-amine, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 4H-1,2,4-Triazol-4-amine

5-(4H-l,2,4-TriazoI-4-ylamino)-4l-methoxybiphenyl-2-carbonitrile (CAB06046) To a solution of 4No.-l ,2,4-triazol-4-amine (3.441 g, 40.928 mmol) in DMSO (40 mL) was added KOtBu (4.593 g, 40.928 mmol). The mixture was stirred for 0.5 hours at room temperature before CAB06042 (4.65 g, 20.468 mmol) was added and stirring was continued for 1 hour. The mixture was poured into crushed ice and neutralized with 2M KHSO4 solution. The precipitate was filtered off and recrystallised from acetone/Et2theta to afford CAB06046 (5.07 g, 85%) as a light yellow crystalline solid. Mp, 176-177 0C; 1H NMR (400 MHz5 OMSO-d6) delta 3.81 (s, 3H)5 6.47 (d, J = 2.4 Hz5 IH)5 6.54 (dd, J = 8.6, 2.4 Hz, IH)3 7.07 (AA5BB’, 2H)5 7.43 (AA’BB 2H), 777 (J = 8.6 Hz, IH), 8.86 (s5 2H), 10.28 (s5 IH); 13C NMR (100.6 MHz, DMSO-^) delta 55.3, 101.2, H LO, 1123, 114.2, 119,1, 129.7, 130.0, 135.6, 144.1, 146.1, 150.8, 159 8; LRMS (ES+): m/z 292.3 (100%, [IvH-H]+); HRMS (ES+) calcd for C16Hj4N5O [M+H]+: 292,1193, found 292.1180; Anal. Calcd for C16Hi3N5O: C, 65.97; H5 4.50; N5 24.04. Found C, 65.9; H5 4,56; N5 23.8.

The synthetic route of 584-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; STERIX LIMITED; WOO, Lok Wai Lawrence; BUBERT, Christian; WOOD, Paul Michael; PUTEY, Aurelien; PUROHIT, Atul; POTTER, Barry Victor Lloyd; WO2011/23989; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 288-36-8, name is 1H-1,2,3-Triazole, belongs to Triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 288-36-8, Computed Properties of C2H3N3

To 2-iodo-5-methylbenzoic acid (1.5 g, 5.72 mmol), copper(I) iodide (1.090 g, 5.72 mmol) and (lR,2R)-N,N’-dimethyl-l,2-cyclohexanediamine (0.814 g, 5.72 mmol) was added DMF (10 ml) under nitrogen and then 2H-l,2,3-triazole (0.474 g, 6.87 mmol). The reaction mixture was heated at 120 C at the microwave Personal Chemistry for 15 minutes. UPLC- MS monitor showed that the reaction was complete. After cooling at room temperature water was added and the aqueous washed with EtOAc. Then the aqueous acidified to pH =1 with aqueous 1 M HC1 and extracted with EtOAc. The phases were separated on a hydrophobic frit, the combined organic solvent was removed to give the crude product (2.4 g).The crude compound was purified by silica gel chromatography (SNAP KP-Sil lOOg cartridge) eluted with 5 CV of a mobile phase prepared with DCM (959.04 ml), acetic acid (0.96 ml) and MeOH (40 ml). The evaporation of proper fractions gave a yellow oil which was triturated with toluene (4 x 50 ml) and the title compound D44 was obtained as yellow solid (540 mg).UPLC (Basic GEN QC): rt = 0.35 minutes, peak observed: 204 (M+l) Ci0H9N3O2 requires: 203.1H NMR (400 MHz, DMSO-d6) delta ppm 2.44 (s, 3 H) 7.52 (dd, 1 H) 7.59 (s, 1 H) 7.64 (d, 1 H) 8.06 (s, 2 H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; WO2012/89606; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 1455-77-2, A common heterocyclic compound, 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, molecular formula is C2H5N5, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 312-amino-6- [(4-fluorophenyl)methyl] -5-methyl-4H- [ 1 ,2,4] triazolo [5,1-b] pyrimidin-7- oneEthyl 2-[(4-flourophenyl)methyl]-3-methyl-3-oxo-propanoate (314 mg , 1.32 mmol was added to 3-amino-5-amino-triazole (100 mg, 1.2 mmol) followed by glacial acetic acid (2.0 mL) and the reaction was heated at 120 ¡ãC under microwave irradiation for 15 minutes The solvent was evaporated and then basified with sodium hydrogencarbonate. The formed precipitate was filtered and washed with water, dichloromethane and MeCN to give the title compound (160 mg 49percent)1H NMR (400 MHz, DMSO-d6) 2.27 (3H, s), 3.77 (2H, s), 5.95 (2H, s), 7.06 (2H, d), 7.23- 7.25 (2H, m). m/z (ES) (M+H)+ 274.

The synthetic route of 1455-77-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENGTSSON, Boel, Ase; BLACKABY, Wesley; CUMMING, John; FAULL, Alan, Wellington; LARSSON, Joakim; NASH, Ian, Alun; OLDHAM, Keith; PAPE, Andrew; WO2011/114148; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics