2-(Chloromethyl)-5-methylpyridine → 2-((5-(2-methoxy-4-methylphenyl)-1H-1,2,4-triazol-3-ylthio)methyl)-5-methylpyridine

HRID 868728Notes

Reaction equation

HRID 868728 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:4]=1[C:10]1[NH:11][C:12](=[S:15])[NH:13][N:14]=1.Cl[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][N:19]=1>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:4]=1[C:10]1[NH:14][N:13]=[C:12]([S:15][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][N:19]=2)[N:11]=1

Participants

3

Reactant 2

HCID 5880562-(Chloromethyl)-5-methylpyridineHCID 178489962HCID 178489962, compound

Product 1

HCID 573309472-((5-(2-methoxy-4-methylphenyl)-1H-1,2,4-triazol-3-ylthio)methyl)-5-methylpyridineYield 14%

Procedure

Prepared in a similar manner to example 1 using 5-(2-methoxy-4-methylphenyl)-2H-1,2,4-triazole-3(4H)-thione (example 1a) and 2-(chloromethyl)-5-methylpyridine (example 2a). Yield 14%. 1H NMR (500 MHz, CDCl3): δ2.29 (s, 3H), 2.41 (s, 3H), 4.00 (s, 3H), 4.51 (s, 2H), 6.75 (s, 1H), 6.90 (s, 1H), 7.40 (s, 1H), 8.1 (d, 1H), 8.4 (s, 1H), 11.5-11.7 (bs, 1H). MS(M+H, 327.1).

Sources & evidence

ORD record
ord-9fd298b8d9da48fda805ce3eee7d4cfa
Source dataset
uspto-grants-2015_03
Patent number
US08968708B2

Reaction notes

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