Toluene → 5-chloro-2-methyl-3-[[1-[2-(1H-pyrrol-1-yl)ethyl]piperidin-4-yl]thio]-1H-indole

HRID 1034428

反応式

HRID 1034428 の反応式
C1(C)C=CC=CC=1.[Cl:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13]([CH3:18])=[C:12]2[S:19][CH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.C(=O)([O-])[O-].[Na+].[Na+].I[CH2:33][CH2:34][N:35]1[CH:39]=[CH:38][CH:37]=[CH:36]1>O.ClCCl>[Cl:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13]([CH3:18])=[C:12]2[S:19][CH:20]1[CH2:25][CH2:24][N:23]([CH2:33][CH2:34][N:35]2[CH:39]=[CH:38][CH:37]=[CH:36]2)[CH2:22][CH2:21]1

参加物

6

反応物 4

HCID 1140TolueneHCID 10340Sodium CarbonateHCID 117700111-(2-Iodoethyl)-1H-pyrroleHCID 152292715-chloro-2-methyl-3-(piperidin-4-ylthio)-1H-indole

生成物 1

HCID 199366225-chloro-2-methyl-3-[[1-[2-(1H-pyrrol-1-yl)ethyl]piperidin-4-yl]thio]-1H-indole

試薬・触媒・溶媒 1

HCID 21908982Water methylene chloride溶媒

実験手順

A toluene solution (100 ml) of 5-chloro-2-methyl-3-(piperidin-4-ylthio) -1H-indole (1.09 g, prepared in Example 15), sodium carbonate (0.78 g) and 1-(2-iodoethyl) -1H-pyrrole (0.92 g, prepared according to GALEAZZI, E.; GUZMAN, A.; PINEDO, A.; SALDANA, A.; TORRE, D.; MUCHOWSKI, J. M., Can. J. Chem. (1983) 61, 454-60) is refluxed for 15 hours. The reaction mixture is taken up in a water/dichloromethane mixture. The organic phase is dried over magnesium sulfate and concentrated. The residue is chromatographed on silica gel (eluent: CH2Cl2 /MeOH : 90/10) to give 5-chloro-2-methyl -3-[[1-[2-(1H-pyrrol-1-yl)ethyl]piperidin-4-yl]thio]-1H-indole (0.9 g).

後処理

  1. temperature(1983) 61, 454-60) is refluxed for 15 hours
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue is chromatographed on silica gel (eluent: CH2Cl2 /MeOH : 90/10)

出典と根拠

ORDレコード
ord-d502b13c40f04965a4dc07839c6991ca
出典データセット
uspto-grants-1994_05
特許番号
US05317025

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