2-Methylimidazole → 2-(3,4-Dichloro-phenyl)-4-(2-methyl-imidazol-1-yl-methyl)-pyridine Hydrochloride

HRID 1841198Notes

Reaction equation

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

Participants

Reactant 2

HCID 127492-Methylimidazole

HCID 234450104-Chloromethyl-2-(3,4-dichloro-phenyl)-pyridine hydrochloride

Product 1

HCID 234451692-(3,4-Dichloro-phenyl)-4-(2-methyl-imidazol-1-yl-methyl)-pyridine Hydrochloride

Procedure

The title compound, MS: m/e=317.0 (M+) was obtained as a beige solid (51% yield) by the reaction of 4-chloromethyl-2-(3,4-dichloro-phenyl)-pyridine hydrochloride (1:1) with 2-methylimidazole, using sodium hydride and triethylamine as base followed by formation of the hydrochloride salt.

Sources & evidence

ORD record: ord-d7d0d8fb83b94fda9dcf28b27692336f
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06683097B2

Reaction notes

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