4-Aminomethylphenylboronic acid hydrochloride → 2-Amino-5-(4-aminomethyl-phenyl)-N-pyridin-4-yl-nicotinamide

HRID 919257Notes

Reaction equation

HRID 919257 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:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1>>[NH2:1][C:2]1[N:16]=[CH:15][C:14]([C:24]2[CH:25]=[CH:26][C:21]([CH2:20][NH2:19])=[CH:22][CH:23]=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 27343114-Aminomethylphenylboronic acid hydrochlorideHCID 621554162-amino-5-bromo-N-(pyridin-4-yl)nicotinamide

Product 1

HCID 710627822-Amino-5-(4-aminomethyl-phenyl)-N-pyridin-4-yl-nicotinamide

Procedure

Reaction of 2-amino-5-bromo-N-pyridin-4-yl-nicotinamide with 4-aminomethyl-phenylboronic acid hydrochloride gives “A77”; method 1: HPLC/MS: 1.07 min, [M+H]=320;

Workup

  1. customgives “A77”
  2. custom1.07 min, [M+H]=320

Sources & evidence

ORD record
ord-730b6243fabd4b379e28c606615ca8a2
Source dataset
uspto-grants-2016_03
Patent number
US09273029B2

Reaction notes

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