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

HRID 2187793노트

반응식

HRID 2187793 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e25e461df091492e8bfac2a75bdd5262
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06410566B1

반응 노트

불러오는 중…