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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603169Generated: October 31, 2026

Triethylamine → N-(5-tert-Butylisoxazol-3-yl)-4-{[(3S)-1-cyclopropylpiperidin-3-yl]methyl}piperazine-1-carboxamide

https://huagongshe.com/reaction/603169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenyl 5-tert-butylisoxazol-3-ylcarbamateHCID 13489605—
Reactant1-{[(3S)-1-cyclopropylpiperidin-3-yl]methyl}piperazineHCID 59846094—
SolventTetrahydrofuranHCID 8028—
ProductAmmoniaHCID 222—
ProductN-(5-tert-Butylisoxazol-3-yl)-4-{[(3S)-1-cyclopropylpiperidin-3-yl]methyl}piperazine-1-carboxamideHCID 57656670105.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 1-{[(3S)-1-cyclopropylpiperidin-3-yl]methyl}piperazine (60 mg), phenyl(5-tert-butylisoxazol-3-yl)carbamate (84 mg) and triethylamine (54 mg) in tetrahydrofuran (4 mL) was heated to 60° C. in the microwave for 1 hour. The solution was concentrated at reduced pressure and then purified by reverse phase prep HPLC eluting with a mixture of 5-95% acetonitrile in water and then SCX-2 column eluting with methanol then 7M NH3 in methanol to give the title compound as a white solid (55 mg, 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906645B2
Source datasetuspto-grants-2011_03
ORD IDord-f8d74c5f8aec48079f66e767d79f1d44
Source noteuspto-grants-2011_03