1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-Carbamoyl-1-(4-chlorobenzyl)pyrrolidin-2-one

HRID 2187793ノート

反応式

HRID 2187793 の反応式
C([CH:4]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)C(=O)C1)(O)=O.CCN=C=NCCC[N:26]([CH3:28])C.C1C=CC2N([OH:38])N=NC=2C=1.[O:39]1[CH2:44][CH2:43]OCC1>ClCCl>[C:28]([CH:43]1[CH2:4][CH2:8][N:7]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([Cl:16])=[CH:14][CH:15]=2)[C:44]1=[O:39])(=[O:38])[NH2:26]

参加物

6

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 312751,4-DioxaneHCID 757711-HydroxybenzotriazoleHCID 27392001-(4-Chlorobenzyl)-5-oxopyrrolidine-3-carboxylic acid

生成物 1

HCID 184262563-Carbamoyl-1-(4-chlorobenzyl)pyrrolidin-2-one収率 29.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a mixture of 4-carboxy-1-(4-chlorobenzyl)pyrrolidin-2-one (5.05 g, 20 mmol), EDCI (2.85 g, 22 mmol), HOBt (2.97 g, 22 mmol) and dichloromethane (100 mL) was added 0.5 Mammonia in dioxane (60 mL, 30 mmol). The reaction mixture was stirred at room temperature for 15 h and washed with 2 N HCl (3 times) and 2 N NaOH aqueous solution (100 mL×4). The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated to afford 3-carbamoyl-1-(4-chlorobenzyl)pyrrolidin-2-one (1.49 g) as a colorless solid.

後処理

  1. washwashed with 2 N HCl (3 times) and 2 N NaOH aqueous solution (100 mL×4)
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-e25e461df091492e8bfac2a75bdd5262
出典データセット
uspto-grants-2002_06
特許番号
US06410566B1

反応ノート

読み込み中…