2-Amino-4-chloro-6-methylpyrimidine → 4-chloro-N-((2-(4-fluorophenyl)-6-methylimidazo[1,2-a]pyridin-3-yl)methyl)-6-methylpyrimidin-2-amine

HRID 455085Notes

Reaction equation

HRID 455085 reaction equation
Cl.Cl[CH2:3][C:4]1[N:8]2[CH:9]=[C:10]([CH3:13])[CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1.[Cl:21][C:22]1[CH:27]=[C:26]([CH3:28])[N:25]=[C:24]([NH2:29])[N:23]=1>>[Cl:21][C:22]1[CH:27]=[C:26]([CH3:28])[N:25]=[C:24]([NH:29][CH2:3][C:4]2[N:8]3[CH:9]=[C:10]([CH3:13])[CH:11]=[CH:12][C:7]3=[N:6][C:5]=2[C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[N:23]=1

Participants

3

Reactant 2

HCID 218102-Amino-4-chloro-6-methylpyrimidineHCID 670287893-(Chloromethyl)-2-(4-fluorophenyl)-6-methylimidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 866551204-chloro-N-((2-(4-fluorophenyl)-6-methylimidazo[1,2-a]pyridin-3-yl)methyl)-6-methylpyrimidin-2-amine

Procedure

The title compound was prepared according to Method A and the experimentals described for compound 139 from 3-(chloromethyl)-2-(4-fluorophenyl)-6-methylimidazo[1,2-a]pyridine hydrochloride and 4-chloro-6-methylpyrimidin-2-amine. H-NMR (400 MHz, CDCl3) 8.021 (s, 1H), 7.73 (m, 2H), 7.51 (d, J=9.164 Hz, 1H), 7.10 (m, 2H), 6.50 (s, 1H), 5.28 (broad, 1H, D, NH), 4.98 (d, J=5.032 Ha, 2H, D, CH2), 2.29 (s, 3H, D, CH3), 2.26 (s, 3H) ppm; m/e+ 382.0, 384.1 for C20H17ClFN5 (M+H)+

Sources & evidence

ORD record
ord-e932926050f84d099fa98157442df697
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

Loading…