Boronic acid, B-(3-(aminomethyl)phenyl)-, hydrochloride (1:1) → 2-Amino-5-(3-aminomethyl-phenyl)-N-pyridin-4-yl-nicotinamide

HRID 919256Notes

Reaction equation

HRID 919256 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].Cl.[NH2:19][CH2:20][C:21]1[CH:22]=[C:23](B(O)O)[CH:24]=[CH:25][CH:26]=1>>[NH2:1][C:2]1[N:16]=[CH:15][C:14]([C:25]2[CH:24]=[CH:23][CH:22]=[C:21]([CH2:20][NH2:19])[CH:26]=2)=[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]

Participants

3

Reactant 2

HCID 16427085Boronic acid, B-(3-(aminomethyl)phenyl)-, hydrochloride (1:1)HCID 621554162-amino-5-bromo-N-(pyridin-4-yl)nicotinamide

Product 1

HCID 710626012-Amino-5-(3-aminomethyl-phenyl)-N-pyridin-4-yl-nicotinamide

Procedure

Reaction of 2-amino-5-bromo-N-pyridin-4-yl-nicotinamide with 3-aminomethyl-phenylboronic acid hydrochloride gives “A76”; method 1: HPLC/MS: 0.94 min, [M+H]=320;

Workup

  1. customgives “A76”
  2. custom0.94 min, [M+H]=320

Sources & evidence

ORD record
ord-7eae835e32d44cb1ae30075606e373ed
Source dataset
uspto-grants-2016_03
Patent number
US09273029B2

Reaction notes

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