Hydrochloric Acid → (2S,4S)-4-Fluoropyrrolidine-2-carboxamide

Temperatur

50 °C

A mixture of (2S,4S)-2-carbamoyl-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl ester (1.0 g), conc. Hydrochoric acid (0.6 ml) and 1-butanol (10 ml) is heated for 48 hours at 50° C. The reaction mixture is evaporated and partitioned dichloromethane and aqueous sodium bicarbonate, the dichloromethane layers are dried over sodium sulphate and evaporated. A solution of 7M ammonia in methanol (10 ml) is added to the residue and the mixture is stood for 60 hours at room temperature in a sealed vessel. Evaporation and trituration with ethanol gives the title compound as a white solid.

1. customThe reaction mixture is evaporated
2. custompartitioned dichloromethane and aqueous sodium bicarbonate
3. dry with materialthe dichloromethane layers are dried over sodium sulphate
4. customevaporated
5. additionA solution of 7M ammonia in methanol (10 ml) is added to the residue
6. customEvaporation and trituration with ethanol

ORD-Eintrag

ord-85643e7558e241e58340ea2fdf0a5e44

Quelldatensatz

uspto-grants-2015_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08940771B2