Dicyclohexylcarbodiimide → 5-(5-chloro-2-hexyl-1-methyl-1H-indol-3-yl)-3-(R)-methyl-5-oxo-N-(1-phenylethyl)pentanamide

HRID 2406654노트

반응식

HRID 2406654 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[C:6]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[C:5]2[C:18](=[O:26])[CH2:19][C@@H:20]([CH3:25])[CH2:21][C:22](O)=[O:23].[C:27]1([C@H:33]([NH2:35])[CH3:34])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C1CCC(N=C=NC2CCCCC2)CC1.C(=O)(O)[O-].[Na+]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[C:6]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[C:5]2[C:18](=[O:26])[CH2:19][C@@H:20]([CH3:25])[CH2:21][C:22]([NH:35][CH:33]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH3:34])=[O:23]

참가 물질

7

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 516892Sodium BicarbonateHCID 6431891-Phenethylamine, (+)-HCID 49802026(3R)-5-(5-chloro-2-hexyl-1-methylindol-3-yl)-3-methyl-5-oxopentanoic acid

생성물 1

HCID 498025875-(5-chloro-2-hexyl-1-methyl-1H-indol-3-yl)-3-(R)-methyl-5-oxo-N-(1-phenylethyl)pentanamide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

To the solution of 5-(5-chloro-2-hexyl-1-methyl-1H-indol-3-yl)-3-(R)-methyl-5-oxopentanoic acid in methylene chloride was added (R)-1-phenylethanamine followed by the addition of DCC and DMAP and was stirred for 30 minutes. The reaction mixture was treated with sodium bicarbonate and methylene chloride. The product was purified by column chromatography.

후처리

  1. customThe product was purified by column chromatography

출처 및 근거

ORD 기록
ord-e1d62f99f2d5418c916fd3ff7f643afc
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08809382B2

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