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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220758Generated: October 31, 2026

Pyrazole → 4-Methyl-5-(2-chlorobenzoylamino)-1-(2,6-dimethylpyrimidin-4-yl)-pyrazole-3-carboxylic acid[2-(3,4,5,6-tetrahydro-2h-[1,4']bipyridin-4-yl)ethyl]amide

https://huagongshe.com/reaction/2220758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
Reactant4-Hydrazinyl-2,6-dimethylpyrimidineHCID 736395—
ReactantEthyl 3-cyano-3-methyl-2-oxopropanoateHCID 59223396—
Reactant5-Amino-1-tert-butoxycarbonyl-3-methoxycarbonylpyrazoleHCID 59773335—
Reactant4-Methyl-5-(2-chloro-benzoylamino)-1-(pyridine-2-yl)-pyrazole-3-carboxylic acid(2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)amideHCID 59812227—
Reactant5-amino-1-(2,6-dimethylpyrimidin-4-yl)-4-methyl-1H-pyrazole-3-carboxylic acid ethyl esterHCID 69152794—
Product4-Methyl-5-(2-chlorobenzoylamino)-1-(2,6-dimethylpyrimidin-4-yl)-pyrazole-3-carboxylic acid[2-(3,4,5,6-tetrahydro-2h-[1,4']bipyridin-4-yl)ethyl]amideHCID 59773574—

Reaction Steps

The pyrazole acid, prepared as described in Procedure 8 using 5-amino-1-(2,6-dimethylpyrimidin-4-yl)-4-methyl-1H-pyrazole-3-carboxylic acid ethyl ester (prepared as described in Procedure 41 using 3-cyano-3-methyl-2-oxopropanoic acid ethyl ester (U.S. Pat. No. 4,652,669) and 4-hydrazino-2,6-dimethylpyrimidine (Ryan Scientific, BTB 10371)) in place of compound 20, was coupled to 2-(3,4,5,6-tetrahydro-2H-[1,4′]bipyridin-4-yl)ethylamine (prepared as described in Procedure 14) using the method of Procedure 10.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417152B2
Source datasetuspto-grants-2008_08
ORD IDord-542aeef379bd4da093c6a51a5ef2f67a
Source noteuspto-grants-2008_08