5-Fluoro-1-methyl-1H-indole-2-carboxylic acid → 5-fluoro-1-methyl-1H-indole-2-carboxylic acid {(1S,3S,5S)-2-[2-amino-5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-2-aza-bicyclo[3.1.0]hex-3-ylmethyl}-amide

HRID 2064900Notes

Reaction equation

HRID 2064900 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)=[C:5]([C:7]([N:9]2[C@H:14]([CH2:15][NH2:16])[CH2:13][C@H:12]3[C@@H:10]2[CH2:11]3)=[O:8])[N:6]=1.[F:24][C:25]1[CH:26]=[C:27]2[C:31](=[CH:32][CH:33]=1)[N:30]([CH3:34])[C:29]([C:35](O)=[O:36])=[CH:28]2>>[NH2:1][C:2]1[S:3][C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)=[C:5]([C:7]([N:9]2[C@H:14]([CH2:15][NH:16][C:35]([C:29]3[N:30]([CH3:34])[C:31]4[C:27]([CH:28]=3)=[CH:26][C:25]([F:24])=[CH:33][CH:32]=4)=[O:36])[CH2:13][C@H:12]3[C@@H:10]2[CH2:11]3)=[O:8])[N:6]=1

Participants

3

Reactant 2

HCID 6625465-Fluoro-1-methyl-1H-indole-2-carboxylic acidHCID 86653658[2-amino-5-(3-fluoro-phenyl)-thiazol-4-yl]-((1S,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hex-2-yl)-methanone

Product 1

HCID 866536915-fluoro-1-methyl-1H-indole-2-carboxylic acid {(1S,3S,5S)-2-[2-amino-5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-2-aza-bicyclo[3.1.0]hex-3-ylmethyl}-amide

Procedure

prepared by reaction of [2-amino-5-(3-fluoro-phenyl)-thiazol-4-yl]-((1S,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hex-2-yl)-methanone with 5-fluoro-1-methyl-1H-indole-2-carboxylic acid. LC-MS (basic): tR=0.88 min; [M+H]+=508.1.

Sources & evidence

ORD record
ord-d40d61c054f747649e28104843686803
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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