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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 260520Generated: October 25, 2026

Potassium Carbonate → 6,7-Dihydro-7-ethoxycarbonyl-1-methylpyrazolo[3,4-d]thiazolo[3,2-a]pyrimidin-4(1H)-one

https://huagongshe.com/reaction/260520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2,3-dibromopropionateHCID 97945—
ReactantHCID 178481768HCID 178481768—
SolventDimethylformamideHCID 6228—
Product6,7-Dihydro-7-ethoxycarbonyl-1-methylpyrazolo[3,4-d]thiazolo[3,2-a]pyrimidin-4(1H)-oneHCID 2240166624.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

In 150 ml of dimethylformamide was dissolved 8.42 g (46.2 mmol) of 4,5-dihydro-6-mercapto-1-methylpyrazolo[3,4-d]pyrimidin-4(1H)-one [Helv. Chim. Acta, 42, 349 (1959)], and 12.8 g (92.4 mmol) of potassium carbonate and 18.0 ml (69.3 mmol) of ethyl 2,3-dibromopropionate were added to the solution, followed by stirring at 80° C. for 6 hours. After evaporation of the solvent, the residue was subjected to partition between chloroform and water, and the chloroform layer was concentrated to dryness under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with chloroform to give 3.16 g (24%) of Compound 42. The compound was recrystallized from ethanol for purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05527908
Source datasetuspto-grants-1996_06
ORD IDord-7bd0b4b92bd845bda711ce4ae95a4e60
Source noteuspto-grants-1996_06