3-(1-Methyl-4-piperidinyl)-1H-indol-5-ol → 4-Methylphenylsulfonic acid 3-(1-methylpiperidin-4-yl)-1H-indol-5-yl ester

HRID 1766257ノート

反応式

HRID 1766257 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:12][N:13]1[CH2:18][CH2:17][CH:16]([C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([OH:28])[CH:26]=3)[NH:21][CH:20]=2)[CH2:15][CH2:14]1.[OH-].[Na+]>>[CH3:12][N:13]1[CH2:18][CH2:17][CH:16]([C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([O:28][S:8]([C:5]4[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=4)(=[O:10])=[O:9])[CH:26]=3)[NH:21][CH:20]=2)[CH2:15][CH2:14]1

参加物

4

反応物 3

HCID 24383-(1-Methyl-4-piperidinyl)-1H-indol-5-olHCID 73974-Toluenesulfonyl chlorideHCID 14798Sodium Hydroxide

生成物 1

HCID 101568744-Methylphenylsulfonic acid 3-(1-methylpiperidin-4-yl)-1H-indol-5-yl ester収率 79.3%

実験手順

By a method similar to Example 31, using 4-methylbenzenesulfonyl chloride (228 mg, 1.2 mmol) and 3-(1-methylpiperidin-4-yl)-5-hydroxy-1H-indole (230 mg, 1.0 mmol), 0.2 N sodium hydroxide (5.5 mL, 1.1 mmol) gave 400 mg of crude product. The crude product was recrystallized from ethyl acetate to give 305 mg (79%) of a white powder: mp=186-187° C. MS(m/e): 384 (M+); Calculated for C21H24N2O3S: Calcd: C, 65.60; H, 6.29; N, 7.29. Found: C, 65.50; H, 6.35; N, 7.23.

後処理

  1. customgave 400 mg of crude product
  2. customThe crude product was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-dcae0072c7d74593a8bf1ddc854b131d
出典データセット
uspto-grants-2007_06
特許番号
US07230011B2

反応ノート

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