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

HRID 1430121ノート

反応式

HRID 1430121 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-85643e7558e241e58340ea2fdf0a5e44
出典データセット
uspto-grants-2015_01
特許番号
US08940771B2

反応ノート

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