2-Amino-5-(3-fluorophenyl)-1,3-thiazole-4-carboxylic acid → 6-Methyl-imidazo[2,1-b]thiazole-5-carboxylic acid{(1s,2s,5r)-3-[2-amino-5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-3-aza-bicyclo[3.1.0]hex-2-ylmethyl}-amide

HRID 560371Notes

Reaction equation

HRID 560371 reaction equation
[C@H:1]12[CH2:6][C@H:5]1[CH2:4][NH:3][C@@H:2]2[CH2:7][NH:8][C:9]([C:11]1[N:18]2[C:14]([S:15][CH:16]=[CH:17]2)=[N:13][C:12]=1[CH3:19])=[O:10].[NH2:20][C:21]1[S:22][C:23]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[CH:30]=2)=[C:24]([C:26](O)=[O:27])[N:25]=1>>[NH2:20][C:21]1[S:22][C:23]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[CH:30]=2)=[C:24]([C:26]([N:3]2[CH2:4][C@H:5]3[C@H:1]([CH2:6]3)[C@H:2]2[CH2:7][NH:8][C:9]([C:11]2[N:18]3[C:14]([S:15][CH:16]=[CH:17]3)=[N:13][C:12]=2[CH3:19])=[O:10])=[O:27])[N:25]=1

Participants

3

Reactant 2

HCID 574371792-Amino-5-(3-fluorophenyl)-1,3-thiazole-4-carboxylic acidHCID 669978466-Methyl-imidazo[2,1-b]thiazole-5-carboxylic acid [(1s,2s,5r)-1-(3-aza-bicyclo[3.1.0]hex-2-yl)methyl]-amide

Product 1

HCID 251834256-Methyl-imidazo[2,1-b]thiazole-5-carboxylic acid{(1s,2s,5r)-3-[2-amino-5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-3-aza-bicyclo[3.1.0]hex-2-ylmethyl}-amide

Procedure

prepared by reaction of 6-Methyl-imidazo[2,1-b]thiazole-5-carboxylic acid [(1S,2S,5R)-1-(3-aza-bicyclo[3.1.0]hex-2-yl)methyl]-amide with 2-Amino-5-(3-fluoro-phenyl)-thiazole-4-carboxylic acid. LC-MS (basic): tR=1.21 min; [M+H]+=497.1.

Sources & evidence

ORD record
ord-8bb44e228ef54aec93002c49f4b981a0
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Reaction notes

Loading…