(3-Ethoxycarbonylphenyl)boronic acid → 3-[6-Amino-5-(pyridin-4-ylcarbamoyl)-pyridin-3-yl]-benzoic acid ethyl ester
Reaction equation
[NH2:1][C:2]1[N:16]=[CH:15][C:14](Br)=[CH:13][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1)=[O:5].[CH2:18]([O:20][C:21]([C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][CH:28]=1)=[O:22])[CH3:19]>>[CH2:18]([O:20][C:21](=[O:22])[C:23]1[CH:24]=[CH:25][CH:26]=[C:27]([C:14]2[CH:15]=[N:16][C:2]([NH2:1])=[C:3]([C:4](=[O:5])[NH:6][C:7]3[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=3)[CH:13]=2)[CH:28]=1)[CH3:19]Participants
3
Procedure
Reaction of 2-amino-5-bromo-N-pyridin-4-yl-nicotinamide with 3-ethoxycarbonyl-phenylboronic acid gives “A67”; method 1: HPLC/MS: 1.48 min, [M+H]=363;
Workup
- customgives “A67”
- custom1.48 min, [M+H]=363
Sources & evidence
- ORD record
- ord-efca6dceb55148eeadd0d72948d41ab4
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09273029B2
Reaction notes
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