6-Chloronicotinic acid → 6-(2,2-Difluoropropoxy)nicotinic acid

HRID 623504Notes

Reaction equation

HRID 623504 reaction equation
Cl[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.[F:11][C:12]([F:16])([CH3:15])[CH2:13][OH:14]>>[F:11][C:12]([F:16])([CH3:15])[CH2:13][O:14][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 792226-Chloronicotinic acidHCID 133948182,2-Difluoropropanol

Product 1

HCID 675092936-(2,2-Difluoropropoxy)nicotinic acidYield 99%

Procedure

The title compound is prepared in >99% yield (1.79 g, orange oil) from 6-chloronicotinic acid (1.3 g, 8.25 mmol) and 2,2-difluoropropan-1-ol instead of 2,2,2-trifluoroethanol by the similar manner in Step-1 of Amine-1.

Sources & evidence

ORD record
ord-e8f4b28097124330b8f435e0bac882e3
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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