Methanol → HCID 66935889, compound

HRID 217685Notes

Reaction equation

HRID 217685 reaction equation
Cl.[NH2:2][C:3]1[N:7]2[N:8]=[C:9]([C:14]([OH:16])=[O:15])[C:10]([CH3:13])=[C:11]([CH3:12])[C:6]2=[N:5][N:4]=1.S(Cl)([Cl:19])=O.[CH3:21]O>>[ClH:19].[NH2:2][C:3]1[N:7]2[N:8]=[C:9]([C:14]([O:16][CH3:21])=[O:15])[C:10]([CH3:13])=[C:11]([CH3:12])[C:6]2=[N:5][N:4]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 66935780HCID 66935780, compound

Product 1

HCID 66935889HCID 66935889, compound

Conditions

Temperature
65 °C

Procedure

3-Amino-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazine-6-carboxylic acid hydrochloride (W1.140; 780 mg) was dissolved in methanol (40 ml) and thionyl chloride (1.9 ml) was slowly added dropwise, and then the mixture was stirred at 65° C. After 2.5 h, the mixture was dried and the residue was purified using silica gel (24 g cartridge, dichloromethane/methanol gradient of 0-20% in 60 min). 602 mg of the title compound were obtained.

Workup

  1. customthe mixture was dried
  2. customthe residue was purified
  3. customsilica gel (24 g cartridge, dichloromethane/methanol gradient of 0-20% in 60 min)

Sources & evidence

ORD record
ord-064e0410f19a48eb84aee21a5605f9eb
Source dataset
uspto-grants-2012_06
Patent number
US08198272B2

Reaction notes

Loading…