2-Mercaptopyrimidine → 1-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-1H-pyrimidine-2-thione

HRID 455054Notes

Reaction equation

HRID 455054 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.[NH:21]1[CH:26]=[CH:25][CH:24]=[N:23][C:22]1=[S:27]>>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]2[N:8]([C:4]([CH2:3][N:23]3[CH:24]=[CH:25][CH:26]=[N:21][C:22]3=[S:27])=[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 15504892-MercaptopyrimidineHCID 670287243-(Chloromethyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 866551161-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-1H-pyrimidine-2-thione

Procedure

The title compound was prepared according to Method B and the experimentals described for compound 91 from 3-(chloromethyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine hydrochloride and pyrimidine-2(1H)-thione. m/e+ 367 for C20H19N4S [M+H]+; 1H-NMR (300 MHz, CDCl3) δ 8.54 (d, J=4.8 Hz, 2H), 7.94 (d, J=4.8 Hz, 1H), 7.74 (m, 2H), 7.56 (d, J=9.0 Hz, 1H), 7.27 (dd, J=4.2, 7.8 Hz, 2H), 7.05 (m, 2H), 4.94 (s, 2H), 2.40 (s, 3H), 2.33 (s, 3H) ppm.

Sources & evidence

ORD record
ord-adc68a440d9049e7bce238634265d332
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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