4-Fluorobenzyl chloride → 2-Chloro-5-((4-fluorobenzyl)oxy)-4-methylpyridine

HRID 715466Notes

Reaction equation

HRID 715466 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([OH:8])=[C:4]([CH3:9])[CH:3]=1.Cl[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH3:9])[C:5]([O:8][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 96024-Fluorobenzyl chlorideHCID 712995492-Chloro-5-hydroxy-4-methylpyridine

Product 1

HCID 898751552-Chloro-5-((4-fluorobenzyl)oxy)-4-methylpyridineYield 96%

Procedure

The title compound is prepared in 96% yield (3.38 g, white solid) from 6-chloro-4-methylpyridin-3-ol (2.00 g, 13.9 mmol) and 1-(chloromethyl)-4-fluorobenzene (3.22 g, 22.3 mmol) in a similar manner to Step-1 of Amine-49.

Sources & evidence

ORD record
ord-65963548881845f3ac5dff2c0ad54590
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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