Water → Ethyl 4-(3-(4-acetyl-1-piperazinyl)-phenyl)-amino-6-fluoro-3-nitrobenzoate

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Triethylamine	HCID 8471	—
Reactant	1-[4-(3-Aminophenyl)piperazin-1-yl]ethan-1-one	HCID 11117539	—
Reactant	Ethyl 2,4-difluoro-5-nitrobenzoate	HCID 22330120	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	Ethyl 4-(3-(4-acetyl-1-piperazinyl)-phenyl)-amino-6-fluoro-3-nitrobenzoate	HCID 86592319	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

A mixture of ethyl 2,4difluoro-5-nitrobenzoate (22) (1.0 g; 4.33 mmol), 4f (0.95 g; 4.33 mmol) and triethylamine (0.6 ml; 0.33 mmol) in anhydrous NMP (10 ml) was heated to 80° C. for one hour. The cooled mixture was poured into water and extracted with ethyl acetate. The organic extract was dried over magnesium sulphate, concentrated under reduced pressure and purified by column-chromatography on silica gel using ethyl acetate as the eluent. Yield: 1.53 g (82%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06649609B2
Source dataset	uspto-grants-2003_11
ORD ID	ord-f60e53fbf16d4216930254366e7b9374
Source note	uspto-grants-2003_11