6-fluoro-4H-1,3-benzodioxine-8-carboxylic acid → 6-Fluoro-4h-benzo[1,3]dioxine-8-carboxylic acid{(1s,2s,5r)-3-[5-(3-chloro-phenyl)-2-methyl-thiazole-4-carbonyl]-3-aza-bicyclo[3.1.0]hex-2-ylmethyl}-amide

HRID 560425

Reaction equation

HRID 560425 reaction equation
[NH2:1][CH2:2][C@H:3]1[N:8]([C:9]([C:11]2[N:12]=[C:13]([CH3:23])[S:14][C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=2)=[O:10])[CH2:7][C@H:6]2[C@@H:4]1[CH2:5]2.[F:24][C:25]1[CH:26]=[C:27]([C:35](O)=[O:36])[C:28]2[O:33][CH2:32][O:31][CH2:30][C:29]=2[CH:34]=1>>[Cl: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:8]2[CH2:7][C@H:6]3[C@H:4]([CH2:5]3)[C@H:3]2[CH2:2][NH:1][C:35]([C:27]2[C:28]3[O:33][CH2:32][O:31][CH2:30][C:29]=3[CH:34]=[C:25]([F:24])[CH:26]=2)=[O:36])=[O:10])[CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 27799016-fluoro-4H-1,3-benzodioxine-8-carboxylic acidHCID 66998493((1S,2S,5R)-2-Aminomethyl-3-aza-bicyclo[3.1.0]hex-3-yl)-[5-(3-chloro-phenyl)-2-methyl-thiazol-4-yl]-methanone

Product 1

HCID 251819796-Fluoro-4h-benzo[1,3]dioxine-8-carboxylic acid{(1s,2s,5r)-3-[5-(3-chloro-phenyl)-2-methyl-thiazole-4-carbonyl]-3-aza-bicyclo[3.1.0]hex-2-ylmethyl}-amide

Procedure

prepared by reaction of ((1S,2S,5R)-2-Aminomethyl-3-aza-bicyclo[3.1.0]hex-3-yl)-[5-(3-chloro-phenyl)-2-methyl-thiazol-4-yl]-methanone with 6-Fluoro-4H-benzo[1,3]dioxine-8-carboxylic acid. LC-MS (basic): tR=0.92 min; [M+H]+=528.3.

Sources & evidence

ORD record
ord-4a0cfb3d6e0c4c4b80a17f68ff416041
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Linked notes

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