Hydrochloric Acid → 5-(Pyrrolidine-1-sulfonyl)-1,3-dihydro-indol-2-one

HRID 1790966노트

반응식

HRID 1790966 반응식
Cl[S:2]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)(=[O:4])=[O:3].[NH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.N1C=CC=CC=1.Cl>ClCCl.C(OCC)(=O)C>[N:15]1([S:2]([C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][CH:13]=2)[NH:10][C:9](=[O:14])[CH2:8]3)(=[O:4])=[O:3])[CH2:19][CH2:18][CH2:17][CH2:16]1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 31268PyrrolidineHCID 49625062-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride

생성물 1

HCID 220421535-(Pyrrolidine-1-sulfonyl)-1,3-dihydro-indol-2-one수율 27%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

A suspension of 5-chlorosulfonyl-2-oxindole (1.62 g, 7 mmol), pyrrolidine (0.701 mL, 8.4 mmol) and pyridine (1 mL) in dichloromethane (20 mL) was stirred at room temperature for 4 hours. The reaction mixture was diluted with ethyl acetate (300 mL) and made acidic with 1 N hydrochloric acid (16 mL). The organic layer was then washed with sodium bicarbonate and brine, dried and concentrated. The residue was washed with ethanol (3 mL). It was then purified by chromatography on silica gel eluting with methanol:dichloromethane 1:9 to give 0.432 g (27%) 5-(pyrrolidine-1-sulfonyl)-1,3-dihydro-indol-2-one.

후처리

  1. washThe organic layer was then washed with sodium bicarbonate and brine
  2. customdried
  3. concentrationconcentrated
  4. washThe residue was washed with ethanol (3 mL)
  5. customIt was then purified by chromatography on silica gel eluting with methanol:dichloromethane 1:9

출처 및 근거

ORD 기록
ord-ba78f745c98646a2bec87c6fbb926902
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071332B2

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