Imidazole → 2-(Imidazol-1-ylmethyl)-3-hydroxy-4-methylpyridine

HRID 904143Notes

Reaction equation

HRID 904143 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[C:10]([OH:11])=[C:9]([CH3:12])[CH:8]=[CH:7][N:6]=1)[CH3:3].[NH:13]1C=CN=[CH:14]1>C1(C)C(C)=CC=CC=1>[N:2]1([CH2:4][C:5]2[C:10]([OH:11])=[C:9]([CH3:12])[CH:8]=[CH:7][N:6]=2)[CH:1]=[CH:14][N:13]=[CH:3]1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 233337992-Dimethylaminomethyl-3-hydroxy-4-methylpyridine

Product 1

HCID 233337982-(Imidazol-1-ylmethyl)-3-hydroxy-4-methylpyridineYield 71.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

The procedure described in Example 1 was then repeated except that 2-dimethylaminomethyl-3-hydroxy-4-methylpyridine (4.44 g.) and imidazole (1.82 g.) were reacted in xylene (15 ml.) to afford 2-(imidazol-1-ylmethyl)-3-hydroxy-4-methylpyridine (yield, 3.60 g.), m.p. 170°-172° C. after recrystallization from toluene.

Sources & evidence

ORD record
ord-819b2155e7864cdfb09631673adb5f36
Source dataset
uspto-grants-1980_10
Patent number
US04230714

Reaction notes

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