Isopropylamine → 5-oxo-1-(phenylmethyl)-N-(2-propyl)3-pyrrolidinecarboxamide

HRID 364043ノート

反応式

HRID 364043 の反応式
[O:1]=[C:2]1[N:6]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:5][CH:4]([C:14]([OH:16])=O)[CH2:3]1.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:29]([NH2:32])([CH3:31])[CH3:30]>C(#N)C>[O:1]=[C:2]1[N:6]([CH2:7][C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:5][CH:4]([C:14]([NH:32][CH:29]([CH3:31])[CH3:30])=[O:16])[CH2:3]1

参加物

5

反応物 3

HCID 6363IsopropylamineHCID 682631,1'-CarbonyldiimidazoleHCID 990241-Benzyl-5-oxo-pyrrolidine-3-carboxylic acid

生成物 1

HCID 47935185-oxo-1-(phenylmethyl)-N-(2-propyl)3-pyrrolidinecarboxamide収率 95.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

To a solution of 16.4 g (75.0 mmole) of 5-oxo-1-(phenylmethyl)-3-pyrrolidinecarboxylic acid in 150 ml of acetonitrile was added 13.8 g (85.0 mmole) of 1,1'-carbonyldiimidazole. The reaction was heated to 60° C. for one hour, cooled to room temperature and treated with 5.0 g (85 mmole) of isopropylamine. The reaction was stirred at room temperature for 18 hours, the solvent removed in vacuo and the residue partitioned between chloroform and water. The organic layer was washed with water, 1N hydrochloric acid, dried over magnesium sulfate and evaporated in vacuo to give 18.6 g of 5-oxo-1-(phenylmethyl)-N-(2-propyl)3-pyrrolidinecarboxamide, mp 122°-124° C.

後処理

  1. temperaturecooled to room temperature
  2. customthe solvent removed in vacuo
  3. customthe residue partitioned between chloroform and water
  4. washThe organic layer was washed with water, 1N hydrochloric acid
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-4a2ab48ad5884dcbb481241a64b1d7e2
出典データセット
uspto-grants-1986_08
特許番号
US04604401

反応ノート

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