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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383570Generated: October 30, 2026

Diethyl Oxalate → 1-(2,4-difluorophenyl)-7-ethyl-1H-pyrazolo[3,4-b]pyrazine-5,6(4H,7H)-dione

https://huagongshe.com/reaction/383570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl OxalateHCID 7268—
Reactant1-(2,4-difluorophenyl)-N5-ethyl-1H-pyrazole-4,5-diamineHCID 67197503—
SolventEthyl AcetateHCID 8857—
Product1-(2,4-difluorophenyl)-7-ethyl-1H-pyrazolo[3,4-b]pyrazine-5,6(4H,7H)-dioneHCID 67197558—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of diethyl oxalate (5.68 mL, 4.20 mmol) and 1-(2,4-difluorophenyl)-N5-ethyl-1H-pyrazole-4,5-diamine (1.00 g, 4.20 mmol) were heated in an oil bath at 150° C. for 18 h. The reaction mixture was cooled to RT and treated with EtOAc (5 mL) and hexanes (15 mL). The precipitated tan solid was filtered and rinsed with 5 mL of ether to afford 1-(2,4-difluorophenyl)-7-ethyl-1H-pyrazolo[3,4-b]pyrazine-5,6(4H,7H)-dione. MS (ES+): 293.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367671B2
Source datasetuspto-grants-2013_02
ORD IDord-76317cddd4554ad89872fed3bc723c7f
Source noteuspto-grants-2013_02