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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279106Generated: October 31, 2026

4-Hydroxybenzaldehyde → HCID 178497272, compound

https://huagongshe.com/reaction/2279106

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantMethyl pyruvateHCID 11748—
Reactant1H-Pyrazol-3-amine, 5-methyl-HCID 93146—
SolventAcetic acid methanolHCID 10129899—
ProductHCID 178497272HCID 17849727210%

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of 3-amino-5-methylpyrazole (50.0 g), pyruvic acid methyl ester (58.4 g) and 4-hydroxybenzaldehyde (62.9 mL) in acetic acid/methanol (v/v=1/1, 300 mL) was stirred at 75° C. for 15 h, cooled to r.t., and the precipitate formed was isolated by suction filtration and dried in vacuum at 60° C. 6-(4-Hydroxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid methyl ester (15 g, 10% yield) were obtained as pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133181B2
Source datasetuspto-grants-2015_09
ORD IDord-49ddc5059a8d428e9ffbab9685796403
Source noteuspto-grants-2015_09