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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606025Generated: October 31, 2026

Phosphorus oxychloride → ethyl 4-chloro-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

https://huagongshe.com/reaction/606025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantDiethyl {[(1-ethyl-1H-pyrazol-5-yl)amino]methylene}malonateHCID 12845080—
Productethyl 4-chloro-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylateHCID 10491120—

Reaction Conditions

Temperature115 °C

Reaction Steps

A mixture of diethyl {[(1-ethyl-1H-pyrazol-5-yl)amino]methylene}malonate (2.5 g, 0.009 mole) and phosphorous oxy chloride (17.7 ml, 0.185 mole) was heated at 110-120° C. under stirring for about 3 hours under argon atmosphere. The reaction mixture was poured into ice water. It was extracted with dichloromethane and washed with brine. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to give pure white solid compound. Yield: 1.8 g. m/z: (M++1) 253.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915286B2
Source datasetuspto-grants-2011_03
ORD IDord-8a30d20f6a5c4e21aad8b2b98d9e55ee
Source noteuspto-grants-2011_03