4-Methoxybenzylamine → N-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine

HRID 2426346

Reaction equation

HRID 2426346 reaction equation
Cl[C:2]1[C:7]2[N:8]=[CH:9][NH:10][C:6]=2[CH:5]=[CH:4][N:3]=1.[CH3:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][NH2:18])=[CH:15][CH:14]=1>>[CH3:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][NH:18][C:2]2[C:7]3[N:8]=[CH:9][NH:10][C:6]=3[CH:5]=[CH:4][N:3]=2)=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 754524-MethoxybenzylamineHCID 53733644-Chloro-1H-imidazo[4,5-c]pyridine

Product 1

HCID 67263006N-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine

Procedure

In step (5) of Reaction Scheme X, a 4-chloro-1H-imidazo[4,5-c]pyridine of Formula LVIII is reacted with 4-methoxybenzylamine to provide an N-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine of Formula LIX. The reaction can be carried out by combining a compound of Formula LVIII with excess N-(4-methoxybenzyl)amine and excess pyridine hydrochloride in a suitable solvent such as 2,2,2-trifluoroethanol and heating (150° C.) in a microwave reactor.

Workup

  1. customIn step (5) of Reaction Scheme X

Sources & evidence

ORD record
ord-503a3323d75d46a68e44b3efa682264c
Source dataset
uspto-grants-2011_06
Patent number
US07968563B2

Linked notes

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