4-Methoxy-2-quinolinecarboxylic acid → 4-methoxy-quinoline-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

HRID 2064852Notes

Reaction equation

HRID 2064852 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].[CH3:24][O:25][C:26]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[N:29]=[C:28]([C:36](O)=[O:37])[CH:27]=1>>[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:36]([C:28]3[CH:27]=[C:26]([O:25][CH3:24])[C:35]4[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=4)[N:29]=3)=[O:37])[CH2:8][C@H:7]3[C@@H:5]2[CH2:6]3)=[O:10])[CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 5945964-Methoxy-2-quinolinecarboxylic acidHCID 67081101[(1S,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hex-2-yl]-[5-(3-fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanone

Product 1

HCID 670810454-methoxy-quinoline-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

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 4-methoxy-quinoline-2-carboxylic acid. LC-MS (basic): tR=0.96 min; [M+H]+=517.2.

Sources & evidence

ORD record
ord-d0a510a8b4a6446fb53a3bb5c52e3758
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

Loading…