Thionyl Chloride → 5-Bromo-3-fluoropyridine-2-carbonyl chloride
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]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- concentrationThe mixture was concentrated in vacuo
Sources & evidence
- ORD record
- ord-a6b4a0336c6f4443a596bf37f355a251
- Source dataset
- uspto-grants-2014_11
- Patent number
- US08895580B2
Reaction notes
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