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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959531Generated: October 25, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 5-amino-1-(5-cyclopropylcarbamoyl-2-methylphenyl)-1H-pyrazole-4-carboxylic acid (2-methylcyclohexyl)-amide

https://huagongshe.com/reaction/1959531

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant2-MethylcyclohexylamineHCID 23432—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-amino-1-(5-cyclopropylcarbamoyl-2-methylphenyl)-1H-pyrazole-4-carboxylic acidHCID 58088954—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-amino-1-(5-cyclopropylcarbamoyl-2-methylphenyl)-1H-pyrazole-4-carboxylic acid (2-methylcyclohexyl)-amideHCID 1174979670%

Reaction Steps

A solution of 5-amino-1-(5-cyclopropylcarbamoyl-2-methylphenyl)-1H-pyrazole-4-carboxylic acid (21 mg), 2-methylcyclohexylamine (10 mg), EDCI (28 mg) and HOBt (12 mg) in DMF (0.75 ml) was reacted at room temperature for 24 h. Water (4 ml) was added and the solution was extracted with ethyl acetate (3 mL×2). The organic phase was then washed with water (3 mL), dried over Na2SO4 and evaporated. The residue was purified by preparative TLC plate to give the desired product 5-amino-1-(5-cyclopropylcarbamoyl-2-methylphenyl)-1H-pyrazole-4-carboxylic acid (2-methylcyclohexyl)-amide (19 mg, 70%). HPLC (4 minute gradient) tR 2.34 min; MS m/z 396.31 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410160B2
Source datasetuspto-grants-2013_04
ORD IDord-d72fbcf7d31d45fd9b6e63884511c832
Source noteuspto-grants-2013_04