trans-2-Piperidinocyclohexan-1-ol → 2-Dimethylamino-5-fluoro-6-methoxybenzo[b]thiophene-3-yl 4-[[trans-2-(1-Piperidyl)cyclohexyl]oxy]phenyl Ketone

HRID 1387047Notes

Reaction equation

HRID 1387047 reaction equation
[N+]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:12]2[C:13]3[CH:23]=[C:22]([F:24])[C:21]([O:25][CH3:26])=[CH:20][C:14]=3[S:15][C:16]=2[N:17]([CH3:19])[CH3:18])=[O:11])=[CH:6][CH:5]=1)([O-])=O.[N:27]1([C@@H:33]2[CH2:38][CH2:37][CH2:36][CH2:35][C@H:34]2[OH:39])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>>[N:27]1([C@@H:33]2[CH2:38][CH2:37][CH2:36][CH2:35][C@H:34]2[O:39][C:4]2[CH:5]=[CH:6][C:7]([C:10]([C:12]3[C:13]4[CH:23]=[C:22]([F:24])[C:21]([O:25][CH3:26])=[CH:20][C:14]=4[S:15][C:16]=3[N:17]([CH3:19])[CH3:18])=[O:11])=[CH:8][CH:9]=2)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 111310trans-2-Piperidinocyclohexan-1-olHCID 211828752-Dimethylamino-5-fluoro-6-methoxybenzo[b]thiophene-3-yl 4-Nitrophenyl Ketone

Product 1

HCID 536666052-Dimethylamino-5-fluoro-6-methoxybenzo[b]thiophene-3-yl 4-[[trans-2-(1-Piperidyl)cyclohexyl]oxy]phenyl Ketone

Procedure

The title compound was prepared in 51% from 2-dimethylamino-5-fluoro-6-methoxybenzo[b]thiophene-3-yl 4-nitrophenyl ketone (Example 117, Part C) and (±)-trans-2-(1-piperidyl)cyclohexanol by essentially following the procedure detailed in Example 117, Part D.

Sources & evidence

ORD record
ord-7bad7532cf054d7bb1aea2a609e9e232
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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