Oxalyl chloride → HCID 86762040, compound

HRID 43036Notes

Reaction equation

HRID 43036 reaction equation
[CH3:1][C:2]1[C:6]([C:7](O)=[O:8])=[CH:5][N:4]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[N:3]=1.C(Cl)(=O)C([Cl:19])=O>ClCCl.CN(C)C=O>[ClH:19].[CH3:1][C:2]1[C:6]([C:7]([Cl:19])=[O:8])=[CH:5][N:4]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[N:3]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 58270487HCID 58270487, compound

Product 1

HCID 86762040HCID 86762040, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

0.250 g (1.23 mmol) of 3-methyl-1-(pyridin-3-yl)-1H-pyrazole-4-carboxylic acid were initially charged in approx. 12 ml of dichloromethane, and admixed under argon with 2 drops of dimethylformamide. 0.453 g (3.56 mmol) of oxalyl chloride were added dropwise and, after the end of the addition, the mixture was stirred at room temperature for 1 h. The solution was concentrated and the residue was admixed with approx. 10 ml of toluene and concentrated. This gave a colourless solid which was converted further immediately.

Workup

  1. additionafter the end of the addition
  2. concentrationThe solution was concentrated
  3. concentrationconcentrated
  4. customThis gave a colourless solid which

Sources & evidence

ORD record
ord-0811eeec80f24ffb811a94990f85e468
Source dataset
uspto-grants-2013_09
Patent number
US08536204B2

Reaction notes

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