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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746679Generated: October 27, 2026

Diisopropylamine → 6-chloro-N-(4-(N-(2-methoxyethyl)sulfamoyl)-2-methylphenyl)pyrimidine-4-carboxamide

https://huagongshe.com/reaction/1746679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
Reactant2-MethoxyethylamineHCID 8018—
Reactant4-(6-Chloropyrimidine-4-carboxamido)-3-methylbenzene-1-sulfonyl chlorideHCID 59446845—
SolventTetrahydrofuranHCID 8028—
Product6-chloro-N-(4-(N-(2-methoxyethyl)sulfamoyl)-2-methylphenyl)pyrimidine-4-carboxamideHCID 59447107—

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 2-methoxyethanamine (125 mL; 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-8e16ff6d27644650851d097625033195
Source noteuspto-grants-2015_10