5,6-Dichloronicotinic acid → 5-Chloro-6-(2,2-difluoropropoxy)nicotinic acid

HRID 715439Notes

Reaction equation

HRID 715439 reaction equation
[Cl:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[F:12][C:13]([F:17])([CH3:16])[CH2:14][OH:15]>>[Cl:1][C:2]1[C:3]([O:15][CH2:14][C:13]([F:17])([F:12])[CH3:16])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

Participants

3

Reactant 2

HCID 2479875,6-Dichloronicotinic acidHCID 133948182,2-Difluoropropanol

Product 1

HCID 898738045-Chloro-6-(2,2-difluoropropoxy)nicotinic acidYield 85%

Procedure

The title compound is prepared in 85% yield (1.12 g, colorless oil) from 5,6-dichloronicotinic acid (1.00 g, 5.21 mmol) and 2,2-difluoropropan-1-ol (0.50 g, 5.21 mmol) in a similar manner to Step-1 of Intermediate-A3.

Sources & evidence

ORD record
ord-fa7dde917d214b3db13b91ea4be95c44
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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