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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1807778Generated: October 30, 2026

Triethylamine → Methyl 1-(4-(3-(cyclopropylmethyl)ureido)benzoyl)-4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-2-carboxylate

https://huagongshe.com/reaction/1807778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPropylphosphonic anhydrideHCID 111923—
Reactant4-(3-(Cyclopropylmethyl)ureido)benzoic acidHCID 58055819—
ReactantMethyl 4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-2-carboxylateHCID 86638569—
SolventDichloromethaneHCID 6344—
ProductMethyl 1-(4-(3-(cyclopropylmethyl)ureido)benzoyl)-4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-2-carboxylateHCID 5917582934.3%

Reaction Steps

4-(3-(Cyclopropylmethyl)ureido)benzoic acid (0.213 mmol, 0.05 g), methyl 4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-2-carboxylate (0.213 mmol, 0.085 g) and triethylamine (0.640 mmol, 0.089 mL, 0.065 g) were combined and stirred in dichloromethane. 1-Propanephosphonic acid cyclic anhydride (0.320 mmol, 0.191 mL, 0.204 g) was added and the reaction stirred for 2 hours at room temperature. This was washed with water and the resulting residue purified by acidic prep HPLC to afford the title compound (45 mg). MS (ESI) m/z 617.2 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08357679B2
Source datasetuspto-grants-2013_01
ORD IDord-dab0bf1d5a484efe90b4180a033c3136
Source noteuspto-grants-2013_01