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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746768Generated: October 31, 2026

Carbonate Ion → 6-[(cyclopropylmethyl)(propyl)amino]-N-{2-methyl-4-[(2-oxopyrrolidin-1-yl)methyl]phenyl}pyrimidine-4-carboxamide

https://huagongshe.com/reaction/1746768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbonate IonHCID 19660—
ReactantTriacetoxyborohydrideHCID 2724942—
ReactantTert-butyl 4-aminobutanoate hydrochlorideHCID 24750478—
ReactantHCID 59446872HCID 59446872—
SolventDichloromethaneHCID 6344—
Product6-[(cyclopropylmethyl)(propyl)amino]-N-{2-methyl-4-[(2-oxopyrrolidin-1-yl)methyl]phenyl}pyrimidine-4-carboxamideHCID 2518306672%

Reaction Steps

A solution of 6-((cyclopropylmethyl)(propyl)amino)-N-(4-formyl-2-methylphenyl)pyrimidine-4-carboxamide (Intermediate 29, 100 mg; 0.28 mmol) in DCM (5 ml) was treated with tert-butyl 4-aminobutanoate hydrochloride (Bachem, 244.6 mg; 1.25 mmol) and polymer supported carbonate (150 mg) followed by polymer supported triacetoxy borohydride (150 mg). After stirring for 18 hours the mixture was filtered 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 (85 mg, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150519B2
Source datasetuspto-grants-2015_10
ORD IDord-86b12a104efc4fac9be243a4362cff92
Source noteuspto-grants-2015_10