Synthetic Route of 7343-34-2, New Advances in Chemical Research in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 7343-34-2, name is 3,5-Dimethyl-4H-1,2,4-triazole, molecular formula is C4H7N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
General procedure: In a 10 mL round-bottomed flask, (2S,4R)-4-(2-chloro-4-fluorophenylsulfonyl)-N-(1- cyanocyclopropyl)- 1- (1- (trifluoromethyl)cyclopropanecarbonyl)pyffolidine-2-carboxamide (example 8b)) (400 mg, 788 imol, Eq: 1.00) was combined with DMA (5 mL) to give a colorless solution. 1H-1,2,4-triazole (111 mg, 1.58 mmol, Eq: 2.00) and cesium carbonate (513 mg, 1.58 mmol, Eq: 2.00) were added. The reaction mixture was heated to 80 °C and stilTed for 3h. The reaction mixture was poured into water and extracted with EtOAc (2x). The organic layers were combined, washed with saturated aqueous NaHCO3 solution (lx),water (3x) and brine (lx). The organic layers were dried over Na2SO4 and concentrated in vacuo.The crude material was purified twice by flash chromatography (silica gel, 20g, DCM/MeOH 98/2, 19/1) and (silica gel, 20g, Heptan/AcOEt 1/2, 1/3, 1/4) to yield the title compound as a white foam (264 mg; 60percent). :_Example 11 was obtained as a byproduct during the synthesis of example 10 as a white solid (34 mg; 7percent).
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Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAAP, Wolfgang; KUHN, Bernd; LUEBBERS, Thomas; PETERS, Jens-Uwe; (93 pag.)WO2017/144483; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics