3-(4-Piperidinyl)-1H-indole → HCID 9908484、化合物

HRID 1532622ノート

反応式

HRID 1532622 の反応式
[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][C:10]([F:14])=[CH:11][CH:12]=2)[CH:7]=[CH:6]1)[CH:2]1[O:4][CH2:3]1.[NH:15]1[CH2:20][CH2:19][CH:18]([C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[NH:23][CH:22]=2)[CH2:17][CH2:16]1>>[F:14][C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][CH:11]=1)[N:5]([CH2:1][CH:2]([OH:4])[CH2:3][N:15]1[CH2:20][CH2:19][CH:18]([C:21]3[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[NH:23][CH:22]=3)[CH2:17][CH2:16]1)[CH:6]=[CH:7]2

参加物

3

反応物 2

HCID 7022353-(4-Piperidinyl)-1H-indoleHCID 155242005-Fluoro-1-(2-oxiranylmethyl)-1H-indole

生成物 1

HCID 9908484HCID 9908484、化合物収率 51%

実験手順

A methanolic solution of 1-N-glycidyl-5-fluoroindole (0.52 g, 3.0 mmole) from example 1 and 3-(4-piperidinyl)indole (0.6 g, 3.0 mmole) was refluxed under nitrogen for 15 hours. The reaction mixture was concentrated in vacuo and the product purified by flash silica gel chromatography (ethyl acetate) to afford the titled compound as an oil (0.599 g, 50% yield). Treatment with a 0.25 M ethanolic solution of fumaric acid (0.5 equivalents) gave the required product as a white solid. The product was recrystallized twice from ethanol.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe product purified by flash silica gel chromatography (ethyl acetate)

出典と根拠

ORDレコード
ord-33fc7a89a3cf4adf8eb53404b405dc76
出典データセット
uspto-grants-2001_03
特許番号
US06204274B1

反応ノート

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