Oxalyl chloride → 6-Dimethylsulfamoyl-pyrazolo[1,5-a]pyridine-3-carbonyl chloride

HRID 1713390Notes

Reaction equation

HRID 1713390 reaction equation
[CH3:1][N:2]([CH3:18])[S:3]([C:6]1[CH:7]=[CH:8][C:9]2[N:10]([N:12]=[CH:13][C:14]=2[C:15](O)=[O:16])[CH:11]=1)(=[O:5])=[O:4].C(Cl)(=O)C([Cl:22])=O>C(Cl)(Cl)Cl>[CH3:1][N:2]([CH3:18])[S:3]([C:6]1[CH:7]=[CH:8][C:9]2[N:10]([N:12]=[CH:13][C:14]=2[C:15]([Cl:22])=[O:16])[CH:11]=1)(=[O:5])=[O:4]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 685038746-(N,N-Dimethylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

Product 1

HCID 866251176-Dimethylsulfamoyl-pyrazolo[1,5-a]pyridine-3-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

6-Dimethylsulfamoyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid (200 mg, 0.57 mmol) are dissolved in 4 ml chloroform and oxalylchloride (97 μl, 1.14 mmol; Fluka) are added. The reaction is refluxed for 3 hours and then volatiles are removed under reduced pressure. The crude product is directly used in the next step.

Workup

  1. temperatureThe reaction is refluxed for 3 hours
  2. customvolatiles are removed under reduced pressure

Sources & evidence

ORD record
ord-5694a6fc30974663b948688be9fd5858
Source dataset
uspto-grants-2010_09
Patent number
US07795273B2

Reaction notes

Loading…