Water → 2-Phenyl-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole

HRID 250737

反応式

HRID 250737 の反応式
Cl.[NH:2]=[C:3]1[CH2:7][CH2:6][CH2:5][NH:4]1.Br[CH2:9][C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=O.C(=O)([O-])[O-].[Na+].[Na+].O>CN(C)C=O>[C:12]1([C:10]2[N:2]=[C:3]3[CH2:7][CH2:6][CH2:5][N:4]3[CH:9]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

6

反応物 4

HCID 962WaterHCID 6259Phenacyl bromideHCID 10340Sodium CarbonateHCID 178479085HCID 178479085、化合物

生成物 1

HCID 7655112-Phenyl-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole収率 90%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

Combine 2-iminopyrrolidine hydrochloride (6.98 g, 57.8 mmol) (Callahan, et al., J. Med. Chem. 45, 999-1001 (2002)), 2-bromoacetophenone (3.8 g, 19.3 mmol), and sodium carbonate (8.2 g, 77.2 mmol) in dry dimethylformamide (25 mL). Heat at 80° C. for 18 hours. Cool to room temperature, add water (60 mL), and extract with ethyl acetate (3×100 mL). Concentrate the combined organic layers under reduced pressure. Dilute the residue with diethyl ether (100 mL), wash with cold water (3×80 mL), and concentrate under reduced pressure to provide the desired compound as a white solid (3.2 g, 89%).

後処理

  1. temperatureCool to room temperature
  2. extractionextract with ethyl acetate (3×100 mL)
  3. concentrationConcentrate the combined organic layers under reduced pressure
  4. additionDilute the residue with diethyl ether (100 mL)
  5. washwash with cold water (3×80 mL)
  6. concentrationconcentrate under reduced pressure

出典と根拠

ORDレコード
ord-86e038ca51c64e73b5384b65ff45a87a
出典データセット
uspto-grants-2011_01
特許番号
US07863310B2

関連ノート

読み込み中…