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3-Chloro-4-(trifluoromethyl)aniline → N-[3-chloro-4-(trifluoromethyl)phenyl]-4-[(1-methylpiperidin-3-yl)methyl]piperazine-1-carboxamide

HRID 603164
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HRID 603164 반응식
[C:1](OC(OC(C)(C)C)=O)(OC(C)(C)C)=[O:2].[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[C:19]([Cl:27])[CH:18]=1.[CH3:28][N:29]1[CH2:34][CH2:33][CH2:32][CH:31]([CH2:35][N:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)[CH2:30]1>C(Cl)(Cl)Cl.CN(C)C1C=CN=CC=1>[Cl:27][C:19]1[CH:18]=[C:17]([NH:16][C:1]([N:39]2[CH2:40][CH2:41][N:36]([CH2:35][CH:31]3[CH2:32][CH2:33][CH2:34][N:29]([CH3:28])[CH2:30]3)[CH2:37][CH2:38]2)=[O:2])[CH:22]=[CH:21][C:20]=1[C:23]([F:24])([F:25])[F:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 679623-Chloro-4-(trifluoromethyl)anilineHCID 90495Di-tert-butyl dicarbonateHCID 27369401-[(1-Methylpiperidin-3-yl)methyl]piperazine

생성물 1

HCID 11596912N-[3-chloro-4-(trifluoromethyl)phenyl]-4-[(1-methylpiperidin-3-yl)methyl]piperazine-1-carboxamide수율 6.7%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine
촉매
HCID 6212Chloroform용매3회

실험 절차

To a solution of di-tert-butyl dicarbonate (114.6 mg) in chloroform (2 ml) was added 4-dimethylaminopyridine (6 mg). A solution of 4-amino-2-chlorobenzotrifluoride (98.1 mg) in chloroform (2 ml) was added and the reaction mixture stirred for 20 minutes at room temperature. A solution of 1-[(1-methylpiperidin-3-yl)methyl]piperazine (98.5 mg) in chloroform (2 ml) was added and the resulting solution was stirred at reflux for 18 hours. The reaction mixture was purified by column chromatography on silica gel (20 g) using a gradient of 100% dichloromethane through to 20% methanolic ammonia in dichloromethane to give the title compound (14 mg).

후처리

  1. stirringthe resulting solution was stirred
  2. temperatureat reflux for 18 hours
  3. customThe reaction mixture was purified by column chromatography on silica gel (20 g)

출처 및 근거

ORD 기록
ord-756c6bebf35b4f39a1dcfd943e37587b
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07906645B2

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