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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279161Generated: October 30, 2026

4-Hydroxybenzaldehyde → HCID 178497271, compound

https://huagongshe.com/reaction/2279161

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantMethyl pyruvateHCID 11748—
Reactant3-cyclopropyl-1H-pyrazol-5-amineHCID 2758014—
SolventAcetic acid methanolHCID 10129899—
ProductHCID 178497271HCID 17849727117%

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of 3-amino-5-cyclopropylpyrazole (8.95 g), pyruvic acid methyl ester (8.24 g) and 4-hydroxybenzaldehyde (8.87 g) in acetic acid/methanol (v/v=1/1, 120 mL) was stirred at 75° C. for 14 h. The methanol was removed in vacuo, and the remaining mixture was poured unto water, and extracted with ethyl acetate three times. The combined organic phases were washed with brine, dried over magnesium sulfate, filtrated and concentrated in vacuo. The residue was dissolved in 50 ml of acetic acid/methanol (v/v=1/1), heated to reflux for 1 h and cooled to r.t. The precipitated product was isolated by filtration and dried in vacuo at 60° C. 3.80 g (17%) of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133181B2
Source datasetuspto-grants-2015_09
ORD IDord-ea78ab0d06fb48da8accc9f531a56319
Source noteuspto-grants-2015_09