Phosphorus pentachloride → 6-Fluoro-2-methylquinoline-4-carbonyl chloride

HRID 1678310Notes

Reaction equation

HRID 1678310 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[C:5]2[C:13]([OH:15])=O.P(Cl)(Cl)(Cl)(Cl)[Cl:17]>ClCCl>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[C:5]2[C:13]([Cl:17])=[O:15]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 6931066-fluoro-2-methylquinoline-4-carboxylic acid

Product 1

HCID 860425596-Fluoro-2-methylquinoline-4-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 6-fluoro-2-methylquinoline-4-carboxylic acid (500 mg) and PCl5 (500 mg) in dichloromethane (10 mL) was refluxed for half an hour. Then dichloromethane and POCl3 were removed under reduced pressure to give 6-fluoro-2-methylquinoline-4-carbonyl chloride.

Workup

  1. customThen dichloromethane and POCl3 were removed under reduced pressure

Sources & evidence

ORD record
ord-88bcd09445bd4546a180035d1a392a38
Source dataset
uspto-grants-2011_08
Patent number
US08008501B2

Reaction notes

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