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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272953Generated: October 30, 2026

Water → 6-(4-Tert-butyl-phenyl)-4-oxo-4,5-dihydro-pyrazolo[1,5-a]pyrazine-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2272953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium AcetateHCID 517165—
Reactant1-[2-(4-tert-butyl-phenyl)-2-oxo-ethyl]-1H-pyrazole-3,5-dicarboxylic acid diethyl esterHCID 89832159—
SolventAcetic AcidHCID 176—
Product6-(4-Tert-butyl-phenyl)-4-oxo-4,5-dihydro-pyrazolo[1,5-a]pyrazine-2-carboxylic acid ethyl esterHCID 89826362—

Reaction Steps

A solution of 1.04 g (2.71 mmol) 1-[2-(4-tert-butyl-phenyl)-2-oxo-ethyl]-1H-pyrazole-3,5-dicarboxylic acid diethyl ester and 2.08 g (27.1 mmol) ammonium acetate in 20 ml acetic acid is stirred for 44 hours at 110° C. The reaction mixture is cooled to room temperature and excess water is added. The resulting precipitate is filtered off, and washed with water. The residue is chromatographed on a silica gel column with dichloromethane/methanol as eluent to give 6-(4-tert-butyl-phenyl)-4-oxo-4,5-dihydro-pyrazolo[1,5-a]pyrazine-2-carboxylic acid ethyl ester as colourless crystals; HPLC/MS 2.41 (A), [M+H] 340.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120805B2
Source datasetuspto-grants-2015_09
ORD IDord-cb3e9600b2214fd4b5839bf771bcc3b3
Source noteuspto-grants-2015_09