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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746678Generated: November 1, 2026

Methylamine → 6-chloro-N-(2-methyl-4-(N-methylsulfamoyl)phenyl)pyrimidine-4-carboxamide

https://huagongshe.com/reaction/1746678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantDiisopropylamineHCID 7912—
Reactant4-(6-Chloropyrimidine-4-carboxamido)-3-methylbenzene-1-sulfonyl chlorideHCID 59446845—
SolventTetrahydrofuranHCID 8028—
Product6-chloro-N-(2-methyl-4-(N-methylsulfamoyl)phenyl)pyrimidine-4-carboxamideHCID 59446861—

Reaction Steps

A solution of 4-(6-chloropyrimidine-4-carboxamido)-3-methylbenzene-1-sulfonyl chloride (Intermediate 30, 400 mg; 1.15 mmol) in THF (20 ml) was treated with methylamine (0.7 ml, 2M in THF; 1.4 mmol) and diisopropylamine (0.4 ml; 2.9 mmol). After stirring at RT for 18 hours the solvent was removed in vacuo and the residue redissolved in DCM and washed with water. The organic extracts were passed through a hydrophobic frit and the solvent removed in vacuo. The residue was purified by column chromatography (silica) eluting with petroleum ether containing increasing amounts of EtOAc. The title product was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150519B2
Source datasetuspto-grants-2015_10
ORD IDord-0a62b9bc1fa3454b85f4f55cfa4ddb37
Source noteuspto-grants-2015_10