5-Chlorooxindole → 4-(2-ethoxycarbonylethyl)-3-methyl-5-(5-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid ethyl ester

HRID 24535노트

반응식

HRID 24535 반응식
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([CH:19]=O)=[C:9]([CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:10]=1[CH3:11])=[O:5])[CH3:2].[Cl:21][C:22]1[CH:23]=[C:24]2[C:28](=[CH:29][CH:30]=1)[NH:27][C:26](=[O:31])[CH2:25]2>N1CCCCC1.C(O)C>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([CH:19]=[C:25]2[C:24]3[C:28](=[CH:29][CH:30]=[C:22]([Cl:21])[CH:23]=3)[NH:27][C:26]2=[O:31])=[C:9]([CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:10]=1[CH3:11])=[O:5])[CH3:2]

참가 물질

5

반응물 2

HCID 1528015-ChlorooxindoleHCID 110223335-Formyl-4-(2-ethoxycarbonylethyl)-3-methyl-1H-pyrrole-2-carboxylic acid ethyl ester

생성물 1

HCID 539693984-(2-ethoxycarbonylethyl)-3-methyl-5-(5-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid ethyl ester수율 86%

시약·촉매·용매 2

HCID 8082Piperidine촉매HCID 702Ethanol용매

실험 절차

5-Formyl-4-(2-ethoxycarbonylethyl)-3-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (281 mg), 5-chloro-2-oxindole (168 mg), and piperidine (2 drops) in ethanol (2 mL) were refluxed for 2 hours. The reaction mixture was cooled and the precipitate that formed was filtered, washed with ethanol and hexanes, and dried to give 369 mg (86%) of 4-(2-ethoxycarbonylethyl)-3-methyl-5-(5-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid ethyl ester as a light yellow needle crystals.

후처리

  1. temperatureThe reaction mixture was cooled
  2. customthe precipitate that formed
  3. filtrationwas filtered
  4. washwashed with ethanol and hexanes
  5. customdried

출처 및 근거

ORD 기록
ord-e1888cbc890c4753983419f82796c0fa
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855730B2

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