3-Pyridinebutanoic acid → 4-Pyridin-3-yl-butyryl chloride

HRID 1058845Notes

Reaction equation

HRID 1058845 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=O)[CH:2]=1.C(Cl)(=O)C([Cl:16])=O>C(Cl)Cl.CN(C=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][CH2:9][C:10]([Cl:16])=[O:12])[CH:2]=1

Participants

5

Reactant 2

HCID 1143-Pyridinebutanoic acidHCID 65578Oxalyl chloride

Product 1

HCID 108561624-Pyridin-3-yl-butyryl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 247 mg (1.49 mmol) of 4-pyridin-3-yl-butyric acid in 10 mL CH2Cl2 was added one drop DMF and 2.3 mL (4.56 mmol) oxalyl chloride and the mixture stirred at rt for 4 h. The volatiles were evaporated under reduced pressure and the material used crude in the following procedure.

Workup

  1. customThe volatiles were evaporated under reduced pressure

Sources & evidence

ORD record
ord-e20952f854d647e196629877f76e86df
Source dataset
uspto-grants-2003_02
Patent number
US06518285B2

Reaction notes

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