4-(4-Methylpiperazin-1-yl)aniline → N-methyl-3-[[3-[[4-(4-methylpiperazin-1-yl)anilino]methylidene]-2-oxo-1H-indol-6-yl]sulfanyl]benzamide

HRID 2116788ノート

反応式

HRID 2116788 の反応式
O[CH:2]=[C:3]1[C:11]2[C:6](=[CH:7][C:8]([S:12][C:13]3[CH:14]=[C:15]([CH:20]=[CH:21][CH:22]=3)[C:16]([NH:18][CH3:19])=[O:17])=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:23].[CH3:24][N:25]1[CH2:30][CH2:29][N:28]([C:31]2[CH:36]=[CH:35][C:34]([NH2:37])=[CH:33][CH:32]=2)[CH2:27][CH2:26]1>C1COCC1>[CH3:19][NH:18][C:16](=[O:17])[C:15]1[CH:20]=[CH:21][CH:22]=[C:13]([S:12][C:8]2[CH:7]=[C:6]3[C:11]([C:3](=[CH:2][NH:37][C:34]4[CH:33]=[CH:32][C:31]([N:28]5[CH2:27][CH2:26][N:25]([CH3:24])[CH2:30][CH2:29]5)=[CH:36][CH:35]=4)[C:4](=[O:23])[NH:5]3)=[CH:10][CH:9]=2)[CH:14]=1

参加物

4

反応物 2

HCID 7372534-(4-Methylpiperazin-1-yl)anilineHCID 178485441HCID 178485441、化合物

生成物 1

HCID 178485440N-methyl-3-[[3-[[4-(4-methylpiperazin-1-yl)anilino]methylidene]-2-oxo-1H-indol-6-yl]sulfanyl]benzamide収率 39%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
68 °C

実験手順

A small screw cap test tube was charged with 3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indol-6-ylsulfanyl)-N-methyl-benzamide (as prepared below; 20 mg, 0.062 mmol) and THF (1 mL). To the resulting solution was added 4-(4-methyl-piperazin-1-yl)-phenylamine (12 mg, 0.062 mmol), and the mixture was stirred for 24 h at 68° C. Subsequently, the reaction mixture was cooled to room temperature and then concentrated in vacuo. Purification of the crude residue via flash silica gel chromatography (10% MeOH in CHCl3) afforded the title compound in 39% yield (12 mg, 0.024 mmol).

後処理

  1. customA small screw cap test tube
  2. temperatureSubsequently, the reaction mixture was cooled to room temperature
  3. concentrationconcentrated in vacuo
  4. customPurification of the crude residue via flash silica gel chromatography (10% MeOH in CHCl3)

出典と根拠

ORDレコード
ord-7602790689d64d8886429c7ffe176062
出典データセット
uspto-grants-2008_10
特許番号
US07439371B2

反応ノート

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