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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912924Generated: October 31, 2026

Acetylacetone → 3-Isopropyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-amine

https://huagongshe.com/reaction/1912924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetylacetoneHCID 31261—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant4-Isopropyl-1H-pyrazole-3,5-diamineHCID 68756900—
SolventAcetic AcidHCID 176—
Product3-Isopropyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-amineHCID 68748989—

Reaction Steps

A solution of acetylacetone (1034 mg, 10.33 mmol) and the product from Example 112B (965 mg, 6.88 mmol) in acetic acid (5 mL) was heated at 115° C. for 90 minutes, and then cooled to room temperature. Hydroxylamine hydrochloride (520 mg) was added, and the solution was stirred at room temperature for 14 hours, and then concentrated under vacuum. The residue was purified by HPLC (30×100 mm XBridge column eluted with 0.1 M aqueous (NH4)2CO3-MeOH, 60:40-0:100 over 15 min) to provide the title compound. MS (DCI/NH3) m/z 205 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609669B2
Source datasetuspto-grants-2013_12
ORD IDord-ebe9207079224b71ab60b3c661079019
Source noteuspto-grants-2013_12