2,2,3,3-Tetrafluoro-1-propanol → 5-Methyl-6-(2,2,3,3-tetrafluoropropoxy)nicotinic acid

HRID 623518Notes

Reaction equation

HRID 623518 reaction equation
F[C:2]1[C:10]([CH3:11])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.[F:12][C:13]([F:19])([CH:16]([F:18])[F:17])[CH2:14][OH:15]>>[CH3:11][C:10]1[C:2]([O:15][CH2:14][C:13]([F:19])([F:12])[CH:16]([F:18])[F:17])=[N:3][CH:4]=[C:5]([CH:9]=1)[C:6]([OH:8])=[O:7]

Participants

3

Reactant 2

HCID 64412,2,3,3-Tetrafluoro-1-propanolHCID 164142236-Fluoro-5-methylpyridine-3-carboxylic acid

Product 1

HCID 874263835-Methyl-6-(2,2,3,3-tetrafluoropropoxy)nicotinic acidYield 99%

Procedure

The title compound is prepared in >99% yield (3.7 g, a white solid) from 6-fluoro-5-methylnicotinic acid (2.0 g, 12.9 mmol) and 2,2,3,3-tetrafluoropropan-1-ol (3.4 g, 25.8 mmol) instead of 2,2,2-trifluoroethanol by the similar manner in Step-1 of Amine-1.

Sources & evidence

ORD record
ord-626decb9c09142b699dd288118625846
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

Loading…