6-Methoxypyridazin-3-amine → N-((6-chloro-2-phenylimidazo[1,2-a]pyridin-3-yl)methyl)-6-methoxypyridazin-3-amine

HRID 455090

Reaction equation

HRID 455090 reaction equation
[ClH:1].Cl[CH2:3][C:4]1[N:8]2[CH:9]=[C:10](F)[CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:14]1[CH:19]=[CH:18][C:17](F)=[CH:16][CH:15]=1.[CH3:21][O:22][C:23]1[N:28]=[N:27][C:26]([NH2:29])=[CH:25][CH:24]=1>>[Cl:1][C:10]1[CH:11]=[CH:12][C:7]2[N:8]([C:4]([CH2:3][NH:29][C:26]3[N:27]=[N:28][C:23]([O:22][CH3:21])=[CH:24][CH:25]=3)=[C:5]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:6]=2)[CH:9]=1

Participants

3

Reactant 2

HCID 816736-Methoxypyridazin-3-amineHCID 670302703-(Chloromethyl)-6-fluoro-2-(4-fluorophenyl)imidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 67028716N-((6-chloro-2-phenylimidazo[1,2-a]pyridin-3-yl)methyl)-6-methoxypyridazin-3-amine

Procedure

The title compound was prepared according to Method A and the experimentals described for compound 139 from 3-(chloromethyl)-6-fluoro-2-(4-fluorophenyl)imidazo[1,2-a]pyridine hydrochloride and 6-methoxypyridazin-3-amine compound. M/e+ 366 for C19H17ClN5O (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 8.16 (t, J=0.7 Hz, 1H), 7.68 (dd, J=8.4, 1.4 Hz, 2H), 7.52 (d, J=9.5 Hz, 1H), 7.39 (m, 3H), 7.16 (dd, J=9.5, 1.8 Hz, 1H), 6.84 (q, J=9.5 Hz, 2H), 5.07 (d, J=4.7 Hz, 2H), 4.06 (s, 3H), 1.62 (bs, 1H) ppm.

Sources & evidence

ORD record
ord-0cf51efa2b77410ebcae4a1d0fc7c2cf
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Linked notes

Loading…