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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799423Generated: October 31, 2026

2-Aminoadamantane hydrochloride → Methyl 4-[4-(2-adamantylcarbamoyl)-5-cyclopentylsulfanyl-pyrazol-1-yl]benzoate

https://huagongshe.com/reaction/1799423

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Aminoadamantane hydrochlorideHCID 25331—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant5-Cyclopentylsulfanyl-1-(4-methoxycarbonylphenyl)pyrazole-4-carboxylic acidHCID 59516110—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-[4-(2-adamantylcarbamoyl)-5-cyclopentylsulfanyl-pyrazol-1-yl]benzoateHCID 59516124—

Reaction Conditions

Temperature20 °C

Reaction Steps

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (199 mg, 1.04 mmol) was added in one portion to 5-(cyclopentylthio)-1-(4-(methoxycarbonyl)phenyl)-1H-pyrazole-4-carboxylic acid (Intermediate #93) (300 mg, 0.87 mmol), 2-Adamantanamine hydrochloride (179 mg, 0.95 mmol), 1-Hydroxybenzotriazole (140 mg, 1.04 mmol) and N-Ethyldiisopropylamine (0.450 mL, 2.60 mmol) in DMF (7 mL) at 20° C. under nitrogen. The resulting mixture was stirred at 20° C. for 18 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344016B2
Source datasetuspto-grants-2013_01
ORD IDord-41ee18f2aad74c68bd7bcbf862b767a5
Source noteuspto-grants-2013_01