Month: May 2021

Related Products of 135242-93-2,Some common heterocyclic compound, 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, molecular formula is C4H7N3O, 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 mixture of carbonyldiimidazole (CDI) (97 g, 0.6 mol), (l-methyl-l,2,4-triazol-3- yl)methanol [8] (67.7 g, 0.6 mol), and 2-MeTHF (1150 mL) was stirred at room temperature (20 C) for 2 hours. The reaction mixture was added to a stirred mixture of (S)- 1 -amino-N- (3-chloro-4-fluorophenyl)-7-fluoro-2,3-dihydro-lH-indene-4-carboxamide hydrochloride [7.HC1] (143.3 g, 0.4 mol), 2-MeTHF (860 mL), and N,N-diisopropylethylamine (129 g, 1 mol). The mixture was heated to 60 C and the contents maintained at 60 C for 6 hours. (0248) The contents were cooled to 20 C, water (285 mL) was added, and the mixture was stirred for 15 min. The layers were separated and the organic layer was washed with water two times (285 mL each time). The organic layer was filtered through a pad of CELITE, and rinsed with 145 mL 2-MeTHF (1 volume). The solution was concentrated to about 700 mL under vacuum. 2-propanol (710 mL) was added and the mixture concentrated to about 700 mL. Additional 2-propanol (710 mL) was added and the mixture concentrated to (0249) approximately 1000 mL. The slurry was heated at 45 C for 2 hours and cooled to 20 C over 1 hour. The slurry was stirred at 20 C for 2 hours, and the product filtered. The product was washed with 2-propanol two times (286 mL each wash), and the wet product was dried under vacuum to give (l-methyl-lH-l,2,4-triazol-3-yl)methyl fV)-(4-((3-chloro-4- fluorophenyl)carbamoyl)-7-fluoro-2,3-dihydro-lH-inden-l-yl)carbamate [9] as solid (144.5 g, 78.4% yield). XH NMR (400 MHz, DMSO-d6) d 10.39 (s, 1H), 8.42 (s, 1H), 8.06-7.99 (m, (0250) 1H), 7.81 (d, J = 8.8 Hz, 1H), 7.71-7.59 (m, 2H), 7.39 (t, J = 9.1 Hz, 1H), 7.14 (t, J = 8.8 Hz, 1H), 5.26 (q, J = 7.7 Hz, 1H), 4.99 (dd, J = 20.0, 12.0 Hz, 1H), 3.83 (s, 2H), 3.21 (ddd, J = 17.1, 8.8, 5.1 Hz, 1H), 3.04-2.96 (m, 1H), 2.46-2.33 (m, 1H), 1.92-1.83 (m, 1H). mp: 185.9- 186.9 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, its application will become more common.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; COLE, Andrew G.; KULTGEN, Steven; PAMULAPATI, Ganapati Reddy; SPINK, Jan Michelle; (76 pag.)WO2019/200114; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 6086-21-1, 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. 6086-21-1, name is 1-Methyl-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

a) To a solution of 1-methyl-1,2,4-triazole (3.0 g, 36.1 mmol) in tetrahydrofurane (60 ml) was added n-buthyllithium (43.3 mmol, 1.2 eq) at -78¡ã C. under nitrogen. The mixture was stirred for 1 hour, then diethyl 3-oxo-butylphosphonate (8.3 g, 39.7 mmol, 1.1 eq) was added. The mixture was stirred for 2 hours and quenched with aq. NH4 Cl (ca. 15 ml). The mixture was warmed to room temperature and extracted with CH2 Cl2 (5*100 ml). The extract was dried over MgSO4, concentrated in vacuo, and purified by a silica gel column chromatography (200 g, AcOEt-EtOH) to give (2.99 g, 28percent yield) of diethyl 3-hydroxy-3-methyl-3-(1-methyl-1,2,4-triazol-5-yl)propyl-phosphonate. 1 H NMR (90 MHz, CDCl3) delta 7.75 (s, 1H), 4.13 (s, 3H), 4.29-3.90 (m, 4H), 2.80-1.80 (m, 5H), 1.63 (s, 3H), 1.37 (t, 3H, J=7.0 Hz), 1.33 (t, 3H, J=7.0 Hz).

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-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Japat Ltd.; US5248655; (1993); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7411-23-6, These common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-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.

2-(3-bromopropoxy)tetrahydro-2H-pyran (5.60 g, 4.25 ml, 25.1 mmol, Eq: 1.00) and DIPEA (3.24 g, 4.38 ml, 25.1 mmol, Eq: 1.00) were added to a suspension of 3,5-dibromo-lH- 1,2,4- triazole (5.69 g, 25.1 mmol, Eq: 1.00) in MeCN (50.0 ml). The reaction was stirred at 90 C for 3 hr, cooled down to RT and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel (eluent: EtOAc/ heptane from 20/80 to 60/40) to yield 3, 5-dibromo-l-(3-tetrahydropyran- 2- yloxypropyl)- 1,2, 4-triazole (7.50 g, 19.7 mmol, 79% yield) as light yellow oil.

Statistics shows that 3,5-Dibromo-1H-1,2,4-triazole is playing an increasingly important role. we look forward to future research findings about 7411-23-6.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; RATNI, Hasane; CARTER, Jennifer Louise; (54 pag.)WO2020/48904; (2020); A1;,
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. 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H8N4

Step 1 : To a solution of 4-chloro-2-(ethylthio)-6-(methylthio)pyrimidine-5- carbonitrile (930 mg, 1.83 mmol) in DMF (10 mL) was added 3-(2H-l,2,3-triazol-2- yl)aniline (750 mg, 4.69 mmol). After heating at 65 C for 5 h, it was diluted with EtOAc, washed with IN HC1, Sat NaHC03, brine, dried and concentrated to give 4-(3-(2H-l ,2,3- triazol-2-yl)phenylamino)-2-(ethylthio)-6-(methylthio)pyrimidine-5 -carbonitrile as crude product (1.27 g).

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 626248-56-4.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; XU, Qing; HUANG, Wolin; JIA, Zhaozhong J.; SONG, Yonghong; WO2012/61415; (2012); A1;,
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. 288-88-0, name is 1H-1,2,4-Triazole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 288-88-0

To a 500 ml three-necked flask, 21.0 g of 1,2,4-triazole was added.And adding 150.0 g of diethylene glycol monomethyl ether and 7.0 g of potassium hydroxide,Heating in an oil bath, controlling the internal temperature at 100-110 C;then,60.0 g of the reaction starting material A was slowly added dropwise, and the dropping time was 1 h.After the completion of the dropwise addition, the mixture was stirred at 100 to 120 C for 10 hours, and the reaction of the starting material A was monitored by TLC.Then, the reaction solution was allowed to stand to cool to room temperature, incubated in an ice water bath for 1 h, suction filtration, and the filtered mother liquor was collected and applied, and the filter cake was taken.Rinse with 50 ml of a mixed solvent of n-hexane and petroleum ether.Drying in vacuo, the product quality of tebuconazole is 68.6g.The purity was 98.2%, and the total yield was 92.1%.The tebuconazole product characterization data is the same as in Example 1.

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 288-88-0.

Reference:
Patent; Shanghai Sheng Nong Biochemical Goods Co., Ltd.; Ye Zhenjun; Wang Tao; Xu Haiyan; Bi Qiang; Han Haiping; (6 pag.)CN109705048; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., category: Triazoles

[0680] Compound 3a (7.0 mg, 16 f.tmol) was combinedwithDMF (0.5 mL), lH-1,2,3-triazole-5-carboxylic acid (2.0mg, 18 flillOl), HATU (6.8 mg, 18 flillOl) and DIPEA (8.5 f.LL,49 f.tmol). The mixture was stirred for 30 minutes after whichtime LCMS showed the desired product formation. The solutionwas concentrated in vacuo to yield Compound 4a whichwas used directly in the next step.

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 41253-21-8,Some common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, molecular formula is C2H2N3Na, 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.

Intermediate 46′ 2-(lH-l,2,4-triazol-l-yl)benzonitrile: A suspension of 2-fluorobenzylnitrile(3.0 g, 25 mmol) and 1,2,4-triazole sodium complex (2.4 g, 27 mmol) were stirred in THF (7 mL) and DMF (14 mL) at 95 C for 18 h. After cooling and concentrating, the product was crystallized from hot CH2Cl2/hexane (1:1) to give the title compound as a white solid (4.25 g, 100% yield). 1H-NMR (300 MHz, CDCl3) delta: 8.74 (IH, s), 8.16 (IH, s), 7.82 (IH, dd, J= 4.9,1.3 Hz), 7.77-7.25 (2H, m), 7.57-7.51 (IH, m). LCMS [M+H]+ calcd for C9H7N4: 171.06; found: 171.12.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Sodium 1,2,4-triazol-1-ide, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/58646; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, 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. Formula: C8H8N4

3-Phenyl-1,2,4-triazol-5-amine (12, 3.20 g, 20 mmol) was dissolved in cold DMF (8 mL). Carbondisulphide (1.2 mL, 20 mmol) was added drop-wise, followed by 10 N KOH solution (2 mL, 20 mmol).The reaction mixture was stirred for 1 h on an ice-bath. Iodomethane (1.25 mL, 20 mmol) was added,and stirring was continued for 10 min. Subsequently, the ice-bath was removed and the reactionmixture was stirred for 2 h. Cold water (15 mL) was added to the mixture, the yellow precipitate wasfiltered, washed with water, dried and recrystalized from EtOH. Yield 80 mg, 32%; mp 207-209 C(EtOH). 1H-NMR (300 MHz, DMSO-d6): 2.63 (3H, s, SMe), 7.47-7.57 (3H, m, H-30, H-40 and H-50),8.03 (2H, dd, J = 6.8, 3.0 Hz, H-20 and H-60), 8.64 (2H, s, NH2). 13C-NMR (75 MHz, DMSO-d6): 18.8,126.6 (2C), 128.8 (2C), 129.1, 130.6, 157.5, 158.8, 199.5. Combustion elemental analysis calculated forC10H10N4S2: C, 47.98; H, 4.03; N, 22.38. Found: C, 48.06; H, 4.12; N, 22.14.

The synthetic route of 5-Phenyl-1H-1,2,4-triazol-3-amine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Junaid, Ahmad; Lim, Felicia Phei Lin; Zhou, Yvonne Peijun; Chui, Wai Keung; Dolzhenko, Anton V.; Molecules; vol. 24; 8; (2019);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 135242-93-2,Some common heterocyclic compound, 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, molecular formula is C4H7N3O, 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.

b N,N-Diethyl-N-[6-(1-methyl-1 H-1,2,4-triazol-3-ylmethoxy)-3-phenyl-1,2,4-triazolo[4,3-b]pyridazin-7-yl]amine To a solution of N-(6-chloro-3-phenyl-1,2,4-triazolo[4,3-b]pyridazin-7-yl)-N,N-diethylamine (180 mg, 0.33 mmol) and (1-methyl-1 H-1,2,4-triazol-3-yl)methanol (68 mg) in dry DMF (5 ml) was added sodium hydride (60% dispersion in oil, 34 mg, 0.36 mmol). The mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with water (50 ml) and extracted with dichloromethane (3*25 ml). The combined extracts were washed with brine, dried over magnesium sulphate, filtered and evaporated. The solid was recrystallized from ethyl acetate, and collected by filtration to afford the title pyridazine (81 mg, 36%). 1H NMR (500 MHz, DMSO-d6) delta1.08 (6 H, t, J=8.5 Hz), 3.31 (4 H, q, J=8.5 Hz), 3.87 (3 H, s), 5.50 (2 H, s), 7.22 (1 H, s), 7.47-7.59 (3 H, m), 8.37 (2 H, d, J=8.5 Hz), 8.51 (1 H, s). MS (ES+) 379 [MH]+.

The synthetic route of 135242-93-2 has been constantly updated, and we look forward to future research findings.

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

4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-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. HPLC of Formula: C3H6N4

To a solution of 3-methyl- lH-l ,2,4-triazol-5-amine (150 mg, 1.52 mmol) in diphenyl ether (2 ml) was added ethyl 3-(l -acetyl- lH-indazol-5-yl)-3- oxopropanoate (710 mg, 2.59 mmol), TsOH (1 1 mg, 0.06 mmol), and the mixture was stirred for 1 h at 170C. The resulting solution was diluted with petroleum ether (8 ml), and solids were collected by filtration and washed with ethyl ether (3 ml) to afford 5-(l -acetyl- lH-indazol-5-yl)-2-methyl-[l ,2,4]triazolo[l ,5-fl]pyrimidin- 7(4H)-one as a crude brown solid(100 mg, crude). LC/MS (ES, m/z): [M+H]+ 309.0

The synthetic route of 4923-01-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOENERGENIX; MCCALL, John; KELLY, Robert, C.; ROMERO, Donna, L; WO2014/66743; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics