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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160525Generated: October 27, 2026

Diisopropylethylamine → Methyl 4-[5-amino-4-(cyclohexylcarbamoyl)pyrazol-1-yl]benzoate

https://huagongshe.com/reaction/1160525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 4-hydrazinobenzoate hydrochlorideHCID 2788448—
Reactant2-cyano-N-cyclohexyl-3-ethoxy-prop-2-enamideHCID 67019477—
SolventEthanolHCID 702—
ProductMethyl 4-[5-amino-4-(cyclohexylcarbamoyl)pyrazol-1-yl]benzoateHCID 57437898—

Reaction Conditions

Temperature70 °C

Reaction Steps

2-cyano-N-cyclohexyl-3-ethoxy-prop-2-enamide (Intermediate #17) (605 mg, 2.73 mmol) and methyl 4-hydrazinylbenzoate hydrochloride (Intermediate#123) (552 mg, 2.73 mmol) were suspended in ethanol (20 mL). DIPEA (351 mg, 2.73 mmol) was added and the mixture heated to 70° C. for 1 h. The reaction mixture was cooled to ambient and the resulting precipitate recovered by filtration, washed with ether and dried in vacuo to give the title compound as a white solid. (618 mg 66%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816391B2
Source datasetuspto-grants-2010_10
ORD IDord-d8c46ed9ded84ef0bfa568c1b867c0b3
Source noteuspto-grants-2010_10