(RS)-5,6-difluoro-1-methyl-2-piperidin-2-ylmethyl-1H-benzoimidazole → (RS)-1-[2-(5,6-Difluoro-1-methyl-1H-benzoimidazol-2-ylmethyl)-piperidin-1-yl]-1-[5-(4-fluoro-phenyl)-2-hydroxymethyl-thiazol-4-yl]-methanone

HRID 1367044Notes

Reaction equation

HRID 1367044 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([CH2:13][OH:14])=[N:10][C:9]=2[C:15]([OH:17])=O)=[CH:4][CH:3]=1.[F:18][C:19]1[C:35]([F:36])=[CH:34][C:22]2[N:23]([CH3:33])[C:24]([CH2:26][CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][NH:28]3)=[N:25][C:21]=2[CH:20]=1>>[F:18][C:19]1[C:35]([F:36])=[CH:34][C:22]2[N:23]([CH3:33])[C:24]([CH2:26][CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][N:28]3[C:15]([C:9]3[N:10]=[C:11]([CH2:13][OH:14])[S:12][C:8]=3[C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[O:17])=[N:25][C:21]=2[CH:20]=1

Participants

3

Reactant 2

HCID 23146341(RS)-5,6-difluoro-1-methyl-2-piperidin-2-ylmethyl-1H-benzoimidazoleHCID 234501385-(4-Fluoro-phenyl)-2-hydroxymethyl-thiazole-4-carboxylic acid

Product 1

HCID 23146238(RS)-1-[2-(5,6-Difluoro-1-methyl-1H-benzoimidazol-2-ylmethyl)-piperidin-1-yl]-1-[5-(4-fluoro-phenyl)-2-hydroxymethyl-thiazol-4-yl]-methanone

Procedure

The title compound (15 mg) was prepared from 5-(4-fluoro-phenyl)-2-hydroxymethyl-thiazole-4-carboxylic acid (84 mg) and (RS)-5,6-difluoro-1-methyl-2-piperidin-2-ylmethyl-1H-benzoimidazole, D61 (86 mg) by a procedure similar to that described for Example 4.

Sources & evidence

ORD record
ord-ebad0590f06d4a0398dffbe9f9134345
Source dataset
uspto-grants-2011_02
Patent number
US07893090B2

Reaction notes

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