Dimethylformamide → HCID 86600271, compound

HRID 916937Notes

Reaction equation

HRID 916937 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[NH:14][C:13](=O)C(C(O)=O)=[CH:11][C:10]=1[C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1.CN(C=O)C.[C:31](Cl)(=O)[C:32]([Cl:34])=[O:33].C(Cl)[Cl:38]>>[Cl:38][C:13]1[C:31]([C:32]([Cl:34])=[O:33])=[CH:11][C:10]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)=[C:9]([C:3]2[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=2[Cl:1])[N:14]=1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 69416039HCID 69416039, compound

Product 1

HCID 86600271HCID 86600271, compound

Procedure

To a suspension of 6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid (200 mg, 0.41 mmol) from Step A in methylene chloride was added a drop of DMF (cat.) and oxalyl chloride (0.18 mL, 2.0 mmol). The reaction was stirred at rt for 1 h and then evaporated to dryness. The acid chloride was dissolved in methylene chloride and used directly in the subsequent amide formation.

Workup

  1. customevaporated to dryness
  2. dissolutionThe acid chloride was dissolved in methylene chloride

Sources & evidence

ORD record
ord-c0326a12662c441aaea39b611074fabe
Source dataset
uspto-grants-2007_09
Patent number
US07271266B2

Reaction notes

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