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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505515Generated: November 1, 2026

Pyridine → HCID 86702959, compound

https://huagongshe.com/reaction/1505515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant2-Thiophenecarboxylic acid, 3-(chlorosulfonyl)-, methyl esterHCID 2736733—
Reactant2,6-difluoro-N1-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)pyridin-2-yl)benzene-1,3-diamineHCID 86702947—
SolventDichloromethaneHCID 6344—
ProductHCID 86702959HCID 8670295986%

Reaction Conditions

Temperature50 °C

Reaction Steps

The 2,6-difluoro-N1-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)pyridin-2-yl)benzene-1,3-diamine (20 mg, 0.047 mmol) prepared at Step 9 was added and dissolved into dichloromethane solvent. methyl-3-(chlorosulfonyl)thiophene-2-carboxylate (17 mg, 0.07 mmol) and pyridine (8 uL, 0.094 mmol) were added into the reaction solution and stirred at 50° C. for 2 hours. After the reaction, the reactant was washed with 1N aqueous hydrochloric acid solution and salt water. After extraction with dichloromethane, the organic layer was dried with sulfuric anhydride magnesium and vacuum concentrated, and then refined by means of column chromatography, so that 25 mg of the target compound, methyl-3-(N-(2,4-difluoro-3-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)pyridin-2-ylamino)phenyl)sulfamoyl)thiophene-2-carboxylate (percentage yield: 86%), was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216981B2
Source datasetuspto-grants-2015_12
ORD IDord-7ff77d3ddfc4453a8cd19a7e4a9c3e49
Source noteuspto-grants-2015_12