rac-(1R,2R)-2-(dimethylamino)cyclohexan-1-ol → HCID 18397527, compound

HRID 1387033Notes

Reaction equation

HRID 1387033 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11]([C:13]3[CH:18]=[CH:17][C:16](F)=[CH:15][CH:14]=3)=[O:12])=[C:9]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][N:29]4[CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:22][CH:21]=3)[S:8][C:7]=2[CH:34]=1.[CH3:35][N:36]([CH3:44])[C@@H:37]1[CH2:42][CH2:41][CH2:40][CH2:39][C@H:38]1[OH:43]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:43][C@@H:38]4[CH2:39][CH2:40][CH2:41][CH2:42][C@H:37]4[N:36]([CH3:44])[CH3:35])=[CH:15][CH:14]=3)=[O:12])=[C:9]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][N:29]4[CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:22][CH:21]=3)[S:8][C:7]=2[CH:34]=1

Participants

3

Reactant 2

HCID 15560793rac-(1R,2R)-2-(dimethylamino)cyclohexan-1-olHCID 21182699HCID 21182699, compound

Product 1

HCID 18397527HCID 18397527, compoundYield 77%

Procedure

The title compound was prepared in 77% yield by essentially following the procedures outlined in Example 72, Part E, from 4-fluorophenyl 6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone (Example 59, Part A) and (±)-trans-2-(dimethylamino)cyclohexanol (Part A).

Sources & evidence

ORD record
ord-f6d180f4607546e986c0b60b6b39550f
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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