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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600808Generated: October 26, 2026

Acetic Acid → HCID 178437871, compound

https://huagongshe.com/reaction/1600808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPropyl mercaptanHCID 7848—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178437872HCID 178437872—
SolventDimethylformamideHCID 6228—
ProductHCID 178437871HCID 17843787161.8%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 1-cyclopentyl-3-ethyl-6-(3-methoxyphenyl methyl)pyrazolo[3,4-d]pyrimidin-4-one (4.49 g, 13 mmol) in DMF (123 mL) was added 97% NaH (1.26 g), followed 20 minutes later by propanethiol (2.96 g, 39 mmol). The reaction mixture was heated at 130° C. overnight, cooled to room temperature and then ice water, followed by acetic acid were added. A precipitate formed which was collected by filtration, recrystallized from ether and dried at 110° C. and 2 mm Hg to afford 2.72 g of 1-cyclopentyl-3-ethyl-6-(3-hydroxyphenylmethyl)pyrazolo[3,4-d]pyrimidin-4-one, m.p. 195-197° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977118
Source datasetuspto-grants-1999_11
ORD IDord-ea1c4de4459e47728674ada5c19eaff5
Source noteuspto-grants-1999_11