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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946777Generated: November 1, 2026

Triethylamine → Tert-butyl 3-(4-(6-(cyclohexyl(cyclopropylmethyl)amino)pyrimidine-4-carboxamido)-3-methylphenylsulfonamido)propanoate

https://huagongshe.com/reaction/1946777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTert-butyl 3-aminopropanoate hydrochlorideHCID 16218890—
Reactant4-[({6-[Cyclohexyl(cyclopropylmethyl)amino]pyrimidin-4-yl}carbonyl)amino]-3-methylbenzenesulfonyl chlorideHCID 59446881—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 3-(4-(6-(cyclohexyl(cyclopropylmethyl)amino)pyrimidine-4-carboxamido)-3-methylphenylsulfonamido)propanoateHCID 25182930—

Reaction Steps

A solution of 4-[({6-[cyclohexyl(cyclopropylmethyl)amino]pyrimidin-4-yl}carbonyl)amino]-3-methylbenzenesulfonyl chloride (Intermediate 20, 100 mg; 0.22 mmol) in anhydrous THF (10 ml) was treated with beta-alanine tert-butyl ester hydrochloride (Bachem, 43 mg; 0.24 mmol) and triethylamine (60 μl; 0.43 mmol). After stirring for 4 hours, the precipitate was filtered and purified by column chromatography (silica) eluting with cyclohexane containing increasing amounts of EtOAc, to give the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399448B2
Source datasetuspto-grants-2013_03
ORD IDord-e56b79dcd6f34306b8532a98e01e83de
Source noteuspto-grants-2013_03