Synthetic Route of 1157938-97-0, New Advances in Chemical Research in 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, molecular formula is C10H7F2N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
The thus obtained LDA-solution (3.66 mL, 0.98 mmol, 1.1 eq) was transferred to a Schlenk vessel and ethylpropionate (100 mg, 0.98 mmol, 1.1 eq.) was added in a drop wise fashion at -78 C. under a nitrogen atmosphere. The resulting mixture was stirred at -78 C. for 30 minutes and then 1-(2,5-difluorophenyl)-2-(lII-1,2,4-triazol-1-yl)ethanone (200 mg, 0.90 mmol, 1.0 eq.) in THF (3.66 mL) was added in a drop wise fashion over 15 minutes. The reaction mixture was stirred for 2 hours at -78 C. and then quenched with acetic acid and warmed to room temperature. The mixture was diluted with aqueous saturated NH4Cl and ethylacetate. The aqueous layer was extracted with ethylacetate (2×) and the combined organic layers were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to give a yellow oil containing the racemic ester I with a diastereomeric excess of 29% in favour of the desired RR/SS diastereomer. Further purification by column chromatography (n-heptane/EtOAc/MeOH 60/40/5 v/v/v) provided the RR/SS diastereomer (light yellow solid) as well as the RS/SR diastereomer (off-white solid) in a combined overall yield of 179 mg (0.55 mmol, 61%).
The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, hurry up and to see.
Reference:
Patent; Basilea Pharmaceutica AG; Van Summeren, Ruben; Vaessen, Harrie; Mink, Daniel; Waser, Mario; (11 pag.)US2019/77771; (2019); A1;,
1,2,3-Triazole – Wikipedia,
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