Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352214Generated: October 26, 2026

Triethylamine → (3-{[3-(2-Chloro-6-fluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]-amino}-cycloheptyl)-acetic acid methyl ester

https://huagongshe.com/reaction/352214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chlorideHCID 2736581—
ReactantMethyl 2-(3-aminocycloheptyl)acetateHCID 22714191—
SolventDichloromethaneHCID 6344—
Product(3-{[3-(2-Chloro-6-fluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]-amino}-cycloheptyl)-acetic acid methyl esterHCID 69849379873.9%

Reaction Steps

A solution of 4.4 g (24 mmol) of methyl 2-(3-aminocycloheptyl)acetate, 0.03 g (0.46 mmol) of 3-(6-chloro-2-fluorophenyl)-5-methylisoxazole4-carbonyl chloride, and 0.07 ml (0.5 mmol) of triethylamine in dichloromethane (10 ml) was stirred for 12 hours. The solvent was removed in vacuo and replaced with ethyl acetate. The organic layer was washed with 1N HCl, then aq. NaHCO3, followed by brine and dried. The solvent was removed in vacuo then chromatographed on silica gel with hexane/EtOAc 3/1 to yield 1.7 g of the title compound. MS(ES+)m/z=423.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06743794B2
Source datasetuspto-grants-2004_06
ORD IDord-2d4a1325369d4fb18de71cce0a4a9d19
Source noteuspto-grants-2004_06