2,2-Difluoropropyl 1,1,1-trifluoromethanesulfonate → 2-Chloro-5-(2,2-difluoropropoxy)-4-methylpyridine

HRID 715461Notes

Reaction equation

HRID 715461 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([OH:8])=[C:4]([CH3:9])[CH:3]=1.FC(F)(F)S(O[CH2:16][C:17]([F:20])([F:19])[CH3:18])(=O)=O>>[Cl:1][C:2]1[CH:3]=[C:4]([CH3:9])[C:5]([O:8][CH2:16][C:17]([F:20])([F:19])[CH3:18])=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 587470122,2-Difluoropropyl 1,1,1-trifluoromethanesulfonateHCID 712995492-Chloro-5-hydroxy-4-methylpyridine

Product 1

HCID 898744242-Chloro-5-(2,2-difluoropropoxy)-4-methylpyridineYield 98%

Procedure

The title compound is prepared in 98% yield (4.52 g, pale yellow oil) from 6-chloro-4-methylpyridin-3-ol (3.00 g, 20.9 mmol) and 2,2-difluoropropyl trifluoromethanesulfonate (11.9 g, 52.2 mmol) in a similar manner to Step-1 of Amine-49.

Sources & evidence

ORD record
ord-a430dcdf6aee4a718f5283143a6abae7
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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