7-Fluoro-1H-indole-2-carboxylic acid → 7-fluoro-1H-indole-2-carboxylic acid {(1S,3S,5S)-2-[5-(3-fluoro-phenyl)-2-methyl-thiazole-4-carbonyl]-2-aza-bicyclo[3.1.0]hex-3-ylmethyl}-amide
Reaction equation
[NH2:1][CH2:2][C@@H:3]1[CH2:8][C@H:7]2[C@H:5]([CH2:6]2)[N:4]1[C:9]([C:11]1[N:12]=[C:13]([CH3:23])[S:14][C:15]=1[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=1)=[O:10].[F:24][C:25]1[CH:26]=[CH:27][CH:28]=[C:29]2[C:33]=1[NH:32][C:31]([C:34](O)=[O:35])=[CH:30]2>>[F:22][C:18]1[CH:17]=[C:16]([C:15]2[S:14][C:13]([CH3:23])=[N:12][C:11]=2[C:9]([N:4]2[C@H:3]([CH2:2][NH:1][C:34]([C:31]3[NH:32][C:33]4[C:29]([CH:30]=3)=[CH:28][CH:27]=[CH:26][C:25]=4[F:24])=[O:35])[CH2:8][C@H:7]3[C@@H:5]2[CH2:6]3)=[O:10])[CH:21]=[CH:20][CH:19]=1Participants
3
Reactant 2
Product 1
Procedure
prepared by reaction of [(1S,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hex-2-yl]-[5-(3-fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanone with 7-fluoro-1H-indole-2-carboxylic acid. LC-MS (basic): tR=0.92 min; [M+H]+=493.1.
Sources & evidence
- ORD record
- ord-f2e2e8008f6f4d1dab633ec06151c72e
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08288435B2
Reaction notes
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