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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434051Generated: October 27, 2026

Triethylamine → N-(3,4,5-Trimethoxyphenyl)-3-(5-methyl-3-(2-fluoro-4-bromo-phenyl)isoxazol-4-oyl)aminophenyl Acetamide

https://huagongshe.com/reaction/434051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantOxalyl chlorideHCID 65578—
Reactant2-(3-aminophenyl)-N-(3,4,5-trimethoxyphenyl)acetamideHCID 18756260—
Reactant4-Carboxy-5-methyl-3-(2-fluoro-4-bromophenyl)isoxazoleHCID 18756285—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductN-(3,4,5-Trimethoxyphenyl)-3-(5-methyl-3-(2-fluoro-4-bromo-phenyl)isoxazol-4-oyl)aminophenyl AcetamideHCID 6008376366%

Reaction Steps

In a fashion similar to that described for preparation 35, 4-carboxy-5-methyl-3-(2-fluoro-4-bromophenyl)isoxazole (119 mg, 0.40 mmol), oxalyl chloride (0.070 ml, 0.80 mmol), dimethylformamide (0.010 ml), dichloromethane (5 ml), 2-(3-aminophenyl)-N-(3,4,5-trimethoxyphenyl)acetamide (110 mg, 0.35 mmol), triethylamine (0.111 ml, 0.80 mmol), DMAP (5 mg), dimethylformamide (1 ml), dichloromethane (5 ml) gave the title compound (138 mg, 66%) after column chromatography (silica gel, hexanes/ethyl acetate gradient).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06670373B1
Source datasetuspto-grants-2003_12
ORD IDord-a989a6e051da4432a223da94deb17734
Source noteuspto-grants-2003_12