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

HRID 1430121노트

반응식

HRID 1430121 반응식
C(OC([N:8]1[CH2:12][C@@H:11]([F:13])[CH2:10][C@H:9]1[C:14](=[O:16])[NH2:15])=O)(C)(C)C.Cl>C(O)CCC>[F:13][C@@H:11]1[CH2:12][NH:8][C@H:9]([C:14]([NH2:15])=[O:16])[CH2:10]1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 497605222-Methyl-2-propanyl (2S,4S)-2-carbamoyl-4-fluoro-1-pyrrolidinecarboxylate

생성물 1

HCID 12066286(2S,4S)-4-Fluoropyrrolidine-2-carboxamide

시약·촉매·용매 1

HCID 2631-Butanol용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-85643e7558e241e58340ea2fdf0a5e44
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940771B2

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