1,3,5-Triazin-2-amine → (6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-[1,3,5]triazin-2-yl-amine

HRID 455081Notes

Reaction equation

HRID 455081 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]([CH3:20])=[CH:16][CH:15]=1.[N:21]1[CH:26]=[N:25][CH:24]=[N:23][C:22]=1[NH2:27]>>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]2[N:8]([C:4]([CH2:3][NH:27][C:22]3[N:23]=[CH:24][N:25]=[CH:26][N:21]=3)=[C:5]([C:14]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=3)[N:6]=2)[CH:9]=1

Participants

3

Reactant 2

HCID 200771,3,5-Triazin-2-amineHCID 670287243-(Chloromethyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 67028903(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-[1,3,5]triazin-2-yl-amine

Procedure

The title compound was prepared according to Method A and the experimentals described for compound 139 from 3-(chloromethyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine hydrochloride and 1,3,5-triazin-2-amine. M/e+ 331 for C19H19N6 (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 8.71 (s, 1H), 8.51 (s, 1H), 8.24 (s, 1H), 7.94 (s, 1H), 7.65 (d, J=9.1 Hz, 1H), 7.58 (d, J=8.4 Hz, 2H), 7.26 (d, J=8.4 Hz, 2H), 7.14 (dd, J=9.1, 1.4 Hz, 1H), 5.06 (d, J=5.1 Hz, 2H), 2.39 (s, 3H), 2.32 (s, 3H) ppm.

Sources & evidence

ORD record
ord-f3ac2617565642e4acfc681b0767b7a6
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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