2-Amino-4,6-dimethyl pyrimidine → (6,8-Dichloro-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-(4,6-dimethyl-pyrimidin-2-yl)-amine

HRID 455097Notes

Reaction equation

HRID 455097 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([Cl:21])[C:6]2[N:7]([C:9]([CH2:19]Cl)=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=3)[N:11]=2)[CH:8]=1.[CH3:22][C:23]1[CH:28]=[C:27]([CH3:29])[N:26]=[C:25]([NH2:30])[N:24]=1>>[Cl:2][C:3]1[CH:4]=[C:5]([Cl:21])[C:6]2[N:7]([C:9]([CH2:19][NH:30][C:25]3[N:26]=[C:27]([CH3:29])[CH:28]=[C:23]([CH3:22])[N:24]=3)=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=3)[N:11]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 130212-Amino-4,6-dimethyl pyrimidineHCID 670289006,8-Dichloro-3-(chloromethyl)-2-p-tolylimidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 67028915(6,8-Dichloro-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-(4,6-dimethyl-pyrimidin-2-yl)-amine

Procedure

The title compound was prepared according to Method A and the experimentals described for compound 139 from 6,8-dichloro-3-(chloromethyl)-2-p-tolylimidazo[1,2-a]pyridine hydrochloride and 4,6-dimethylpyrimidin-2-amine. m/e+ 412 for C21H20Cl2N5 [M+H]+; 1H-NMR (400 MHz, CDCl3) δ 8.85 (d, J=1.4 Hz, 1H), 7.64 (d, J=8.0 Hz, 2H), 7.48 (d, J=7.7 Hz, 1H), 7.25 (d, J=8.0 Hz, 2H), 7.14 (d, J=7.7 Hz, 1H), 6.41 (s, 1H), 5.02 (s, 2H), 2.40 (s, 3H), 2.36 (s, 3H), 2.33 (s, 3H) ppm.

Sources & evidence

ORD record
ord-eddc597d39cc443daee2d4549f20fe8f
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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