4-(piperazin-1-yl)-1H-indole → 1-(4-Fluoro-phenoxy)-3-[4-(1H-indol-4-yl)piperazin-1-yl]-propan-2-ol

HRID 2120138

반응식

HRID 2120138 반응식
[F:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][CH:8]2[O:10][CH2:9]2)=[CH:4][CH:3]=1.[NH:13]1[C:21]2[C:16](=[C:17]([N:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)[CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14]1>>[F:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][CH:8]([OH:10])[CH2:9][N:25]2[CH2:26][CH2:27][N:22]([C:17]3[CH:18]=[CH:19][CH:20]=[C:21]4[C:16]=3[CH:15]=[CH:14][NH:13]4)[CH2:23][CH2:24]2)=[CH:4][CH:3]=1

참가 물질

3

반응물 2

HCID 5945904-(piperazin-1-yl)-1H-indoleHCID 27247922-[(4-Fluorophenoxy)methyl]oxirane

생성물 1

HCID 98422661-(4-Fluoro-phenoxy)-3-[4-(1H-indol-4-yl)piperazin-1-yl]-propan-2-ol수율 99.3%

실험 절차

A methanolic solution (50 ml) of 1-(4-fluorophenoxy)-2,3-epoxypropane (0.50 g, 3.0 mmole) and 1-(indol-4-yl)-piperazine (0.6 g, 3.0 mmole) was refluxed for 1 hr under an atmosphere of nitrogen. The mixture was concentrated in vacuo, and the product purified by silica gel chromatography (EtOAc) to afford a white solid (1.1 g, 99%). Treatment with a 0.25M ethanolic fumaric acid solution gave the required salt, which was recrystallized from ethanol to afford the title compound as a white solid. m.p. 234-235° C.

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe product purified by silica gel chromatography (EtOAc)

출처 및 근거

ORD 기록
ord-e857271eeb2d4d52a14e3a6007374227
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06689792B2

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