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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946697Generated: November 1, 2026

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

https://huagongshe.com/reaction/1946697

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 numberUS08399448B2
Source datasetuspto-grants-2013_03
ORD IDord-1022729414a04630972da24237cf7773
Source noteuspto-grants-2013_03