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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966801Generated: October 31, 2026

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

https://huagongshe.com/reaction/1966801

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]methylidene}propanedioate (15 gm, 0.0533 mole) (example 2) and phosphorous oxy chloride (76.64 ml, 0.7998 mole) was heated at 110-120° C. under stirring for about 4 hours under argon atmosphere. The reaction mixture was cooled and then poured drop wise into ice water. A pale yellow solid separated which was filtered. The solid was first washed twice with ice cold water and then finally with hexane and dried over vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420666B2
Source datasetuspto-grants-2013_04
ORD IDord-312d6c314c554d95b25d5ab8d939ea65
Source noteuspto-grants-2013_04