Sodium hydride → 2-Chloro-4-methyl-6-(3-thienylmethyloxy)pyridine

HRID 55125

Reaction equation

HRID 55125 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][OH:7])=[CH:2]1.[H-].[Na+].[Cl:10][C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13](Cl)[N:12]=1>O1CCCC1>[Cl:10][C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([O:7][CH2:6][C:3]2[CH:4]=[CH:5][S:1][CH:2]=2)[N:12]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 123570Thiophene-3-methanolHCID 108989972,6-Dichloro-4-methylpyridine

Product 1

HCID 199574012-Chloro-4-methyl-6-(3-thienylmethyloxy)pyridine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution containing 3-thiophenemethanol (0.78 g, 0.0062×1.1 mol) and sodium hydride (0.26 g, (ca.60% in mineral oil), 0.0062×1.05 mol) in tetrahydrofuran, 2,6-dichloro-4-methylpyridine (1.0 g, 0.0062 mol) was added, and the resultant solution was refluxed for about 1 hour.

Workup

  1. additionwas added

Sources & evidence

ORD record
ord-be95cbbb0289473d8b925f0d6908ded9
Source dataset
uspto-grants-1997_04
Patent number
US05624942

Linked notes

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