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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400392Generated: October 27, 2026

Tetrahydrofuran → Ethyl 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine-1-acetate

https://huagongshe.com/reaction/400392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant2,4,6-Trichloro-5-pyrimidinecarboxaldehydeHCID 10932746—
ReactantAcetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1)HCID 11593468—
SolventTriethylamineHCID 8471—
ProductEthyl 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine-1-acetateHCID 8606946044.6%

Reaction Conditions

Temperature10 °C

Reaction Steps

155 ml of THF are added with stirring to a mixture of 5.17 g of 2,4,6-tri-chloropyrimidine-5-carbaldehyde and 5.85 g of ethyl hydrazinoacetate hydrochloride. The mixture is cooled to 10° C., and 6.78 ml of triethylamine are added dropwise. The mixture is stirred at RT for a further 1 h. The deposited precipitate is separated off (not the product). The filtrate, which contains the product, is subjected to conventional work-up, giving 3 g of ethyl (4,6-dichloropyrazolo[3,4-d]pyrimidin-1-yl)acetate (“12”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741896B2
Source datasetuspto-grants-2014_06
ORD IDord-2d090c3dd12842119556597e95e96285
Source noteuspto-grants-2014_06