5-Fluoro-3-{4-[4-(2-methoxy-phenyl)-piperazin-1-yl]cyclohex-1-enyl}-1H-indole → 5-Fluoro-3-{4-[4-(2-methoxy-phenyl)-piperazin-1-yl]-cyclohexyl}-1H-indole

HRID 428528Notes

Reaction equation

HRID 428528 reaction equation
O1C2(CCC(C3C4C(=CC=C(F)C=4)NC=3)CC2)OCC1.[F:21][C:22]1[CH:23]=[C:24]2[C:28](=[CH:29][CH:30]=1)[NH:27][CH:26]=[C:25]2[C:31]1[CH2:36][CH2:35][CH:34]([N:37]2[CH2:42][CH2:41][N:40]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=3[O:49][CH3:50])[CH2:39][CH2:38]2)[CH2:33][CH:32]=1>>[F:21][C:22]1[CH:23]=[C:24]2[C:28](=[CH:29][CH:30]=1)[NH:27][CH:26]=[C:25]2[CH:31]1[CH2:36][CH2:35][CH:34]([N:37]2[CH2:38][CH2:39][N:40]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=3[O:49][CH3:50])[CH2:41][CH2:42]2)[CH2:33][CH2:32]1

Participants

3

Reactant 2

HCID 102013125-Fluoro-3-{4-[4-(2-methoxy-phenyl)-piperazin-1-yl]cyclohex-1-enyl}-1H-indoleHCID 105643253-(1,4-Dioxa-spiro[4,5]dec-8-yl)-5-fluoro-1H-indole

Product 1

HCID 101583265-Fluoro-3-{4-[4-(2-methoxy-phenyl)-piperazin-1-yl]-cyclohexyl}-1H-indoleYield 88.1%

Procedure

This compound was prepared in the manner described above for intermediate 2c by replacing 4-(5-fluoro-1H-3-indolyl)-cyclohex-3-en-ethylene ketal with 5-fluoro-3-{4-[4-(2-methoxy-phenyl)-piperazin-1-yl]cyclohex-1-enyl}-1H-indole (2.0 g) to afford 1.77 g (84%) of product as a mixture of cis and trans isomer.

Workup

  1. customThis compound was prepared in the manner

Sources & evidence

ORD record
ord-3721abd42d0e441489dba0f69fedac58
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Reaction notes

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