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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383702Generated: October 26, 2026

Ethanol → N-(cyclopropylmethyl)-5-(3-((2,5-dioxoimidazolidin-4-ylidene)methyl)pyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxamide

https://huagongshe.com/reaction/383702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPiperidineHCID 8082—
ReactantHydantoinHCID 10006—
ReactantN-(cyclopropylmethyl)-5-(3-formylpyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxamideHCID 59635511—
SolventWaterHCID 962—
ProductN-(cyclopropylmethyl)-5-(3-((2,5-dioxoimidazolidin-4-ylidene)methyl)pyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxamideHCID 6682108929%

Reaction Conditions

Temperature80 °C

Reaction Steps

To the reaction flask, N-(cyclopropylmethyl)-5-(3-formylpyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxamide (10 mg, 0.030 mmol) was added to ethanol (0.5 mL) along with hydantoin (3 mg, 0.03 mmol) and piperidine (3 uL, 0.03 mmol). The reaction was heated at 80° C. for 1 hour in the microwave then cooled to room temperature and diluted with water. The solid was collected by filtration, washed with water, 50% ethanol/water, and then 100% ethanol. The material was dried under vacuum overnight. The product, N-(cyclopropylmethyl)-5-(3-((2,5-dioxoimidazolidin-4-ylidene)methyl)pyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxamide, was recovered as a solid in 29% yield. LCMS (M+1=409)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367681B2
Source datasetuspto-grants-2013_02
ORD IDord-7a0f892f27b04e85ad4c699247afb75f
Source noteuspto-grants-2013_02