Thionyl Chloride → 5-Bromo-3-fluoropyridine-2-carbonyl chloride

HRID 341039Notes

Reaction equation

HRID 341039 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([F:11])[C:5]([C:8](O)=[O:9])=[N:6][CH:7]=1.S(Cl)([Cl:14])=O>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([F:11])[C:5]([C:8]([Cl:14])=[O:9])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 210758725-Bromo-3-fluoropyridine-2-carboxylic acid

Product 1

HCID 866686755-Bromo-3-fluoropyridine-2-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-Bromo-3-fluoropyridine-2-carboxylic acid (0.40 g, 1.8 mmol) was dissolved in dichloromethane (8 mL), treated with thionyl chloride (0.80 mL, 11 mmol, 6 equiv) and the mixture was placed into a preheated oil bath at 45° C. for 3 hours. The mixture was concentrated in vacuo, providing the titled compound.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-a6b4a0336c6f4443a596bf37f355a251
Source dataset
uspto-grants-2014_11
Patent number
US08895580B2

Reaction notes

Loading…