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Tri(butyl)vinylstannane → N-[(4-chlorophenyl)methyl]-1-methyl-4-oxo-6-vinyl-quinoline-3-carboxamide

HRID 1067998
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반응식

HRID 1067998 반응식
[CH2:1](C([SnH3])=C(CCCC)CCCC)[CH2:2]CC.[Cl:16][C:17]1[CH:39]=[CH:38][C:20]([CH2:21][NH:22][C:23]([C:25]2[C:34](=[O:35])[C:33]3[C:28](=[CH:29][CH:30]=[C:31](I)[CH:32]=3)[N:27]([CH3:37])[CH:26]=2)=[O:24])=[CH:19][CH:18]=1>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O>[Cl:16][C:17]1[CH:39]=[CH:38][C:20]([CH2:21][NH:22][C:23]([C:25]2[C:34](=[O:35])[C:33]3[C:28](=[CH:29][CH:30]=[C:31]([CH:1]=[CH2:2])[CH:32]=3)[N:27]([CH3:37])[CH:26]=2)=[O:24])=[CH:19][CH:18]=1
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참가 물질

5

반응물 2

HCID 21115800Tri(butyl)vinylstannaneHCID 21192528N-(4-Chlorobenzyl)-6-iodo-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxamide

생성물 1

HCID 16073870N-[(4-chlorophenyl)methyl]-1-methyl-4-oxo-6-vinyl-quinoline-3-carboxamide수율 57%

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 962Water
용매

실험 절차

Tributylvinylstannane (0.32 mL) is added to a solution of N-(4-chlorobenzyl)-6-iodo-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxamide (0.45 g) from Preparation No. 39 and PdCl2(PPh3)2 (70 mg). The mixture is stirred at room temperature for 1 h and then is heated to 60° C. for 30 min. After cooling to room temperature, the reaction mixture is poured into water (60 mL), filtered, and washed with water (20 mL) and diethyl ether (20 mL). The crude product is purified by recrystallization from acetonitrile to afford 0.20 g (57%) of the title compound as a white solid.

후처리

  1. temperatureis heated to 60° C. for 30 min
  2. temperatureAfter cooling to room temperature
  3. filtrationfiltered
  4. washwashed with water (20 mL) and diethyl ether (20 mL)
  5. customThe crude product is purified by recrystallization from acetonitrile

출처 및 근거

ORD 기록
ord-6533be7524704bf28a2654879f32d684
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06248739B1

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