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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409267Generated: November 1, 2026

Hydrochloric Acid → HCID 71178941, compound

https://huagongshe.com/reaction/2409267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
ReactantTert-ButylamineHCID 6385—
ReactantTriethylamineHCID 8471—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 86681882HCID 86681882—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 71178941HCID 7117894163.9%

Reaction Steps

6-Ethoxycarbonyl-7-(4-fluoro-2-methylphenylamino)pyrazolo[1,5-a]pyrimidine-3-sulfonic acid (0.400 g, 1.01 mmol) obtained in step 2 was dissolved in 1,2-dichloroethane (4 mL), thionyl chloride (0.29 mL, 4.05 mmol) and DMF (0.024 mL, 0.304 mmol) were added, and the mixture was heated under reflux for 2 hr. The reaction mixture was concentrated under reduced pressure, the obtained residue was dissolved in methylene chloride (4 mL), tert-butylamine (0.21 mL, 2.02 mmol) and triethylamine (0.35 mL, 2.53 mmol) were added dropwise and the mixture was stirred at room temperature for 2 hr. 1 mol/L hydrochloric acid was added dropwise to the reaction mixture, and the mixture was extracted 3 times with chloroform. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (0.29 g, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815874B2
Source datasetuspto-grants-2014_08
ORD IDord-91435e041e2a4a6fbfe78dace5c4d7b0
Source noteuspto-grants-2014_08