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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279085Generated: October 31, 2026

Acetic Acid → HCID 178469359, compound

https://huagongshe.com/reaction/2279085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1H-Pyrazol-3-amine, 5-methyl-HCID 93146—
ReactantHCID 86680294HCID 86680294—
SolventHydrochloric AcidHCID 313—
ProductHCID 178469359HCID 17846935935%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-amino-5-methylpyrazole (50.0 g), diethyl oxalate sodium salt (127.3 g) and acetic acid (113 mL) in 1N hydrochloric acid (625 mL) was stirred at 80° C. for 14 h, then refluxed for 3 h, cooled to r.t., and the precipitate formed was filtered by suction filtration and dried in vacuum at 60° C. The crude product was stirred in 500 mL ethyl acetate at r.t. and the solid was filtered off and dried in air. 6-Hydroxy-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester (40.2 g, 35%) was obtained as pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133181B2
Source datasetuspto-grants-2015_09
ORD IDord-df0184b23cfd4df38f80868d949d46d2
Source noteuspto-grants-2015_09