1H-Benzimidazole-2-carboxamide, N-methyl- → 1-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-N-methyl-1H-benzo[d]imidazole-2-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	1H-Benzimidazole-2-carboxamide, N-methyl-	HCID 9989739	—
Reactant	3-((1H-imidazol-1-yl)methyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine	HCID 58337071	—
Reactant	3-(Chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride	HCID 67028719	—
Product	1-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-N-methyl-1H-benzo[d]imidazole-2-carboxamide	HCID 67306852	—

Reaction Steps

The title compound was prepared according to Method A and the experimentals described for compound 1 from 3-(chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride and N-methyl-1H-benzo[d]imidazole-2-carboxamide. M/e+ 416 for C23H19ClN5O (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 8.40 (d, J=6.9 Hz, 1H), 7.90 (d, J=4.7 Hz, 1H), 7.76 (d, J=8.4 Hz, 2H), 7.62 (dd, J=13.1, 8.0 Hz, 2H), 7.51 (d, J=8.4 Hz, 2H), 7.18 (dd, J=8.4, 1.1 Hz, 2H), 6.98 (m, 1H), 6.73 (m, 1H), 6.67 (s, 2H) 3.12 (d, J=5.1 Hz, 3H) 1.83 (s, 1H) ppm.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08497278B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-08f029965d974067b1118ed98c13e53b
Source note	uspto-grants-2013_07