Dimethylformamide → HCID 86639848, compound

HRID 1921283Notes

Reaction equation

HRID 1921283 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14](=[O:15])[CH:13]=[CH:12][C:11]([C:16]([OH:18])=O)=[CH:10]1.CN(C=O)C.C(Cl)(=O)C([Cl:27])=O>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14](=[O:15])[CH:13]=[CH:12][C:11]([C:16]([Cl:27])=[O:18])=[CH:10]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 61728956HCID 61728956, compound

Product 1

HCID 86639848HCID 86639848, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 1-(2,6-difluorophenyl)-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid (795 mg) in CH2Cl2 (8 mL) were added DMF (0.025 mL) and ethanedioyl dichloride (603 mg) at 0° C. under a nitrogen atmosphere, and the mixture was stirred at room temperature for 2 hr. The volatile materials were removed by evaporation in vacuo to give 1-(2,6-difluorophenyl)-6-oxo-1,6-dihydro-3-pyridinecarbonyl chloride (810 mg).

Workup

  1. customThe volatile materials were removed by evaporation in vacuo

Sources & evidence

ORD record
ord-6ab7fa7a02a54e26a67a4ebe00d129c1
Source dataset
uspto-grants-2012_05
Patent number
US08173684B2

Reaction notes

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