5-(4-Fluoro-phenyl)-2-hydroxymethyl-thiazole-4-carboxylic acid → 1-[(S)-2-(5,6-Difluoro-1H-benzoimidazol-2-ylmethyl)-pyrrolidin-1-yl]-[5-(4-fluoro-phenyl)-2-hydroxymethyl-thiazol-4-yl]-methanone

HRID 2378037Notes

Reaction equation

HRID 2378037 reaction equation
[F:1][C:2]1[C:16]([F:17])=[CH:15][C:5]2[NH:6][C:7]([CH2:9][C@@H:10]3[CH2:14][CH2:13][CH2:12][NH:11]3)=[N:8][C:4]=2[CH:3]=1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[S:29][C:28]([CH2:30][OH:31])=[N:27][C:26]=2[C:32](O)=[O:33])=[CH:21][CH:20]=1>>[F:1][C:2]1[C:16]([F:17])=[CH:15][C:5]2[NH:6][C:7]([CH2:9][C@@H:10]3[CH2:14][CH2:13][CH2:12][N:11]3[C:32]([C:26]3[N:27]=[C:28]([CH2:30][OH:31])[S:29][C:25]=3[C:22]3[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=3)=[O:33])=[N:8][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 234501385-(4-Fluoro-phenyl)-2-hydroxymethyl-thiazole-4-carboxylic acidHCID 669682235,6-difluoro-2-(S)-1-pyrrolidin-2-ylmethyl-1H-benzoimidazole

Product 1

HCID 669684151-[(S)-2-(5,6-Difluoro-1H-benzoimidazol-2-ylmethyl)-pyrrolidin-1-yl]-[5-(4-fluoro-phenyl)-2-hydroxymethyl-thiazol-4-yl]-methanone

Procedure

The title compound (65 mg) was prepared from 5,6-difluoro-2-(S)-1-pyrrolidin-2-ylmethyl-1H-benzoimidazole, D27(153 mg) and 5-(4-fluoro-phenyl)-2-hydroxymethyl-thiazole-4-carboxylic acid (205 mg) according to a procedure similar to that for Example 4.

Sources & evidence

ORD record
ord-e7d9bd22ae514b25b3a91cce56f27276
Source dataset
uspto-grants-2008_12
Patent number
US07470710B2

Reaction notes

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