Thiophenol → 6-Methyl-3-phenylsulfanylmethyl-2-p-tolyl-imidazo[1,2-a]pyridine

HRID 455088Notes

Reaction equation

HRID 455088 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.[C:21]1([SH:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]2[N:8]([C:4]([CH2:3][S:27][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=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 7969ThiophenolHCID 670287243-(Chloromethyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 670277256-Methyl-3-phenylsulfanylmethyl-2-p-tolyl-imidazo[1,2-a]pyridine

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 benzenethiol. m/e+ 345 for C22H21N2 (M+H)+; 1H NMR (400 MHz, CDCl3) δ 7.81 (s, 1H), 7.59 (d, J=8.0 Hz, 2H), 7.54 (d, J=9.1 Hz, 1H), 7.35 (d, J=1.8 Hz, 2H), 7.32 (m, 5H), 7.07 (d, J=9.1 Hz, 1H), 4.54 (s, 2H), 2.39 (s, 3H), 2.34 (s, 3H) ppm.

Sources & evidence

ORD record
ord-ccd6cb70367e43adb80652e76945b2ae
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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