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

HRID 455095Notes

Reaction equation

HRID 455095 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([C:9]([CH2:19]Cl)=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)[N:11]=2)[CH:8]=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][CH2:19][C:9]2[N:7]3[CH:8]=[C:3]([Cl:2])[CH:4]=[CH:5][C:6]3=[N:11][C:10]=2[C:12]2[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=2)[N:23]=1

Participants

3

Reactant 2

HCID 218102-Amino-4-chloro-6-methylpyrimidineHCID 67028658HCID 67028658, compound

Product 1

HCID 445394334-chloro-N-((6-chloro-2-(4-chlorophenyl)imidazo[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 6-chloro-3-(chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride and 4-chloro-6-methylpyrimidin-2-amine. 1H-NMR (400 MHz, CDCl3) δ 8.56 (s, 1H), 7.69 (d, J=8.4 Hz, 2H), 7.55 (d, J=9.5 Hz, 1H), 7.40 (d, J=8.5 Hz, 2H), 7.18 (dd, J=1.8, 9.5 Hz, 1H), 6.55 (s, 1H), 5.59 (broad, 1H), 4.99 (d, J=5.6 Hz, 2H), 2.34 (s, 3H); m/e+ 419 for C19H14Cl3N5 [M+H]+.

Sources & evidence

ORD record
ord-74cea5c9cadd495c89cf3cf90d934277
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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