Dicyclohexylamine → 2-(3,3-Dicyclohexylureido)-4-methylthiazole-5-carboxylic acid (2-hydroxyethyl)amide

HRID 731409

반응식

HRID 731409 반응식
[OH:1][CH2:2][CH2:3][NH:4][C:5]([C:7]1(N)NC(C)=C[S:8]1)=[O:6].CC(O[Si](C)(C)C)=N[Si](C)(C)C.C1N=CN([C:31]([N:33]2[CH:37]=[N:36][CH:35]=[CH:34]2)=[O:32])C=1.[CH:38]1([NH:44][CH:45]2[CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]2)[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1>ClCCl.CN(C1C=CN=CC=1)C>[OH:1][CH2:2][CH2:3][NH:4][C:5]([C:7]1[S:8][C:37]([NH:33][C:31]([N:44]([CH:38]2[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]2)[CH:45]2[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50]2)=[O:32])=[N:36][C:35]=1[CH3:34])=[O:6]

참가 물질

7

반응물 4

HCID 7582DicyclohexylamineHCID 25248trimethylsilyl N-trimethylsilylethanimidateHCID 682631,1'-CarbonyldiimidazoleHCID 866301872-Amino-4-methyl-thiazole-carboxylic acid (2-hydroxyethyl)-amide

생성물 1

HCID 576882882-(3,3-Dicyclohexylureido)-4-methylthiazole-5-carboxylic acid (2-hydroxyethyl)amide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a mixture of 2-amino-4-methyl-thiazole-carboxylic acid (2-hydroxyethyl)-amide (0.2 g) in dichloromethane was added N,O-bis-(trimethylsilyl)-acetamide (0.2 g) and the mixture stirred for 12 h. CDI (0.16 g) and DMAP (6 mg) was then added and the mixture stirred for 12 h before addition of dicyclohexylamine (0.18 g). After stirring overnight waster was added and the aqueous phase extracted with dichloromethane, concentrated and purified by chromatography to give the title compound.

후처리

  1. stirringAfter stirring overnight waster
  2. additionwas added
  3. extractionthe aqueous phase extracted with dichloromethane
  4. concentrationconcentrated
  5. custompurified by chromatography

출처 및 근거

ORD 기록
ord-2d4de976a669412394bdef82b98537b3
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582769B2

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