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2-Amino-5-(3-fluorophenyl)-1,3-thiazole-4-carboxylic acid → N-{(1S,2S,5R)-3-[2-Amino-5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-3-aza-bicyclo[3.1.0]hex-2-ylmethyl}-2,2,2-trifluoro-acetamide

HRID 560350
Notes
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Reaction equation

HRID 560350 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](=[O:14])[C:10]([F:13])([F:12])[F:11].[NH2:15][C:16]1[S:17][C:18]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[CH:25]=2)=[C:19]([C:21](O)=[O:22])[N:20]=1>>[NH2:15][C:16]1[S:17][C:18]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[CH:25]=2)=[C:19]([C:21]([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](=[O:14])[C:10]([F:12])([F:11])[F:13])=[O:22])[N:20]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 574371792-Amino-5-(3-fluorophenyl)-1,3-thiazole-4-carboxylic acidHCID 59444331N-[(1S,2S,5R)-1-(3-Aza-bicyclo[3.1.0]hex-2-yl)methyl]-2,2,2-trifluoro-acetamide

Product 1

HCID 86644208N-{(1S,2S,5R)-3-[2-Amino-5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-3-aza-bicyclo[3.1.0]hex-2-ylmethyl}-2,2,2-trifluoro-acetamide

Procedure

prepared by reaction of N-[(1S,2S,5R)-1-(3-Aza-bicyclo[3.1.0]hex-2-yl)methyl]-2,2,2-trifluoro-acetamide with 2-Amino-5-(3-fluoro-phenyl)-thiazole-4-carboxylic acid. LC-MS (basic): tR=0.80 min; [M+H]+=429.2.

Sources & evidence

ORD record
ord-14b606bfb20547bdba5a627b289cb35c
Source dataset
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08063099B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes