Morpholine → 5-(2-morpholin-4-yl-2-oxo-ethoxy)-1H-indole-2-carboxylic acid ethyl ester

HRID 1790899노트

반응식

HRID 1790899 반응식
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([O:15][CH2:16][C:17]([OH:19])=O)=[CH:10][CH:9]=2)=[O:5])[CH3:2].[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1>CN(C)C=O>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([O:15][CH2:16][C:17]([N:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1)=[O:19])=[CH:10][CH:9]=2)=[O:5])[CH3:2]

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 695866655-carboxymethoxy-1H-indole-2-carboxylic acid ethyl ester

생성물 1

HCID 695873915-(2-morpholin-4-yl-2-oxo-ethoxy)-1H-indole-2-carboxylic acid ethyl ester수율 85%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 5-carboxymethoxy-1H-indole-2-carboxylic acid ethyl ester (1.5 g, 5.7 mmol) and 1-1′-carbonyldiimidazole (1.11 g, 6.85 mmol) in dimethylformamide (15 mL) was stirred at room temperature for 30 mins. To the mixture was then added morpholine (1 mL) and the stirring was continued for overnight. The reaction was concentrated and the residue was dissolved in dichloromethane (200 mL), washed with 1N hydrochloric acid, saturated sodium bicarbonate and brine, dried and concentrated to give 1.6 g (85%) of 5-(2-morpholin-4-yl-2-oxo-ethoxy)-1H-indole-2-carboxylic acid ethyl ester.

후처리

  1. concentrationThe reaction was concentrated
  2. dissolutionthe residue was dissolved in dichloromethane (200 mL)
  3. washwashed with 1N hydrochloric acid, saturated sodium bicarbonate and brine
  4. customdried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8bdb870daaba4cffb7d85aa8ea85fe18
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071332B2

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