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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746774Generated: October 26, 2026

Diisopropylamine → 6-[(cyclopropylmethyl)(propyl)amino]-N-(4-{[(2-methoxyethyl)amino]sulfonyl}-2-methylphenyl)pyrimidine-4-carboxamide

https://huagongshe.com/reaction/1746774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
ReactantCyclopropanemethanamine, N-propyl-HCID 117787—
Reactant6-chloro-N-(4-(N-(2-methoxyethyl)sulfamoyl)-2-methylphenyl)pyrimidine-4-carboxamideHCID 59447107—
SolventEthanolHCID 702—
Product6-[(cyclopropylmethyl)(propyl)amino]-N-(4-{[(2-methoxyethyl)amino]sulfonyl}-2-methylphenyl)pyrimidine-4-carboxamideHCID 25183069—

Reaction Conditions

Temperature160 °C

Reaction Steps

A solution of 6-chloro-N-(4-(N-(2-methoxyethyl)sulfamoyl)-2-methylphenyl)pyrimidine-4-carboxamide (Intermediate 38, 100 mg; 0.26 mmol) and diisopropylamine (91 mL; 0.52 mmol) in ethanol (2.5 ml) was treated with N-(cyclopropylmethyl)propan-1-amine (0.7 ml, 0.33 mmol). The mixture was heated to 160° C. in a microwave for 1 hour and the solvent removed in vacuo. The residue was purified by column chromatography (silica) eluting with petroleum ether containing increasing amounts of EtOAc to give the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150519B2
Source datasetuspto-grants-2015_10
ORD IDord-71ccd2fb7fc948358ba36063a10c8cc2
Source noteuspto-grants-2015_10