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

HRID 1067998
ノート
印刷プレビュー

反応式

HRID 1067998 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418476HCID 178418476、化合物触媒HCID 962Water
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6533be7524704bf28a2654879f32d684
出典データセット
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06248739B1

反応ノート

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