Synthetic Route of 4928-87-4, A common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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.
To an ice-cold solution of CLB (0.21 g, 1.0 mmol) in DMF (1.2 mL), TCA (0.14 g, 1.2 mmol), iPr2NEt (0.52 mL, 3.0 mmol) and bromotripyrrolidinophosphonium hexafluorophosphate (PyBrOP) (0.67 g, 1.44 mmol) were added sequentially. The reaction mixture was stirred at ambient temperature for 2 h and then diluted with EtOAc. The organic phase was washed twice with a 5% aq solution of NaHCO3 and thrice with H2O, dried over Na2SO4 and evaporated to dryness to afford an oily residue. Conjugate 8 was purified with FCC. Yield: 0.25 g (80%); white foam; Rf (CHCl3/MeOH 8:2): 0.26; IR (KBr, cm-1): 3122, 3028, 2927, 2840, 1655, 1541, 1426, 1334, 1256, 1062, 807, 739; MS (ESI, 30 eV): m/z 637.19 [2 M+Na], 346.33 [M+K], 330.39 [M+Na], 308.41 [M+H]; HRMS (m/z): [M+H]+ calcd for C12H14N5O5, 308.0995. Found: 308.0948; 1H NMR (d6-DMSO, 40 C): delta 8.40 (s, 1H), 8.13 (d, J = 8.8 Hz, 2H), 7.68 (d, J = 9.2 Hz, 1H), 7.62 (d, J = 8.8 Hz, 2H), 7.61 (s, 1H), 7.00 and 6.99 (two s, 2H), 5.13 (d, J = 2.4 Hz, 1H), 4.22-4.15 (ddt, J = 2.4, 7.6 and 9.2 Hz, 1H), 3.66 (1H, dd, J = 7.6 and 10.8 Hz), 3.52 (1H, dd, J = 7.6 and 10.8 Hz); 13C NMR (d6-DMSO): delta 172.6, 158.1, 152.0, 146.9, 135.6, 127.6 (2C), 123.5 (2C), 69.4, 61.0, 56.7.
The synthetic route of 4928-87-4 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Magoulas, George E.; Kostopoulou, Ourania N.; Garnelis, Thomas; Athanassopoulos, Constantinos M.; Kournoutou, Georgia G.; Leotsinidis, Michael; Dinos, George P.; Papaioannou, Dionissios; Kalpaxis, Dimitrios L.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3163 – 3174;,
1,2,3-Triazole – Wikipedia,
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