Dichloromethane → 1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carbonyl chloride

HRID 1625486Notes

Reaction equation

HRID 1625486 reaction equation
[Cl:1]CCl.[F:4][C:5]1[CH:6]=[C:7]([CH:19]=[CH:20][C:21]=1[F:22])[CH2:8][N:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15](O)=[O:16])[C:10]1=[O:18].C(Cl)(C(Cl)=O)=O>CN(C=O)C>[F:4][C:5]1[CH:6]=[C:7]([CH:19]=[CH:20][C:21]=1[F:22])[CH2:8][N:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([Cl:1])=[O:16])[C:10]1=[O:18]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 534279691-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Product 1

HCID 593623351-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The flask was charged with dichloromethane, 20 mg of 1-(3,4-difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid, DMF, (COCl)2 was added slowly via syringe. Then the resulted mixture was allowed to stir at room temperature for 3 h. After TLC show the reaction was complete, the solvent was removed under high vacuum to give 25 mg of crude product, which was used for the next step reaction without further purification.

Workup

  1. additionwas added slowly via syringe
  2. customthe solvent was removed under high vacuum

Sources & evidence

ORD record
ord-f43a7b016f0d4e24bf5199748fb79bbc
Source dataset
uspto-grants-2014_07
Patent number
US08778977B2

Reaction notes

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