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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898898Generated: October 25, 2026

4-Bromoaniline → Ethyl 4'-[(5-Ethylpyrazolo[1,5-a]pyrimidine-7-yl)amino]biphenyl-2-carboxylate

https://huagongshe.com/reaction/1898898

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromoanilineHCID 7807—
ReactantEthyl 2-bromobenzoateHCID 80186—
Reactant7-Chloro-5-ethylpyrazolo[1,5-a]pyrimidineHCID 10535410—
ReactantEthyl 4'-amino-biphenyl-2-carboxylateHCID 19975704—
SolventEthanolHCID 702—
ProductEthyl 4'-[(5-Ethylpyrazolo[1,5-a]pyrimidine-7-yl)amino]biphenyl-2-carboxylateHCID 19975762—

Reaction Steps

A solution of 800 mg (4.4 mmol) 7-chloro-5-ethylpyrazolo[1,5-a]pyrimidine (Example 1, Step B) and 1.0 g (4.1 mmol) ethyl 4'-amino-biphenyl-2-carboxylate (prepared from protected 4-bromoaniline and ethyl 2-bromobenzoate by the method of J. C. Adrian, Jr., C. S. Wilcox, J. Am. Chem. Soc. 1989, 111, 8055) in 40 ml dry ethanol was heated with reflux for 5 h. After cooling to room temperature pale yellow crystals of the title compound precipitated, which were filtered by suction and recrystallized from ethanol, m.p. 223°-225° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05571813
Source datasetuspto-grants-1996_11
ORD IDord-75783256538347ccb8f9429323bfb9f1
Source noteuspto-grants-1996_11