Triethylamine → 3-hydroxy-4-fluoro-N-cyclopropylbenzamide

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Triethylamine	HCID 8471	—
Edukt	1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide	HCID 15908	—
Edukt	Cyclopropylamine	HCID 69828	—
Edukt	1-Hydroxybenzotriazole	HCID 75771	—
Edukt	4-Fluoro-3-hydroxybenzoic acid	HCID 593635	—
Lösungsmittel	Water	HCID 962	—
Lösungsmittel	Dimethylformamide	HCID 6228	—
Produkt	3-hydroxy-4-fluoro-N-cyclopropylbenzamide	HCID 22019106	61,5%

Reaktionsschritte

To a mixture of 3-hydroxy-4-fluorobenzoic acid (1.56 g, 10 mmol), cyclopropylamine (0.6 g, 10.5 mmol), triethylamine (1.02 g, 10 mmol) and HOBt (0.3 g, 2 mol) in DMF (10 mL) was added EDCI (2.0 g, 10.5 mmol) at RT. The mixture was stirred at RT overnight. The mixture was diluted with water and extracted with ethyl acetate (3×20 mL). The extract was washed with water and concentrated to afford 3-hydroxy-4-fluoro-N-cyclopropylbenzamide as a solid (1.2 g, 61.5%).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07084160B2
Quelldatensatz	uspto-grants-2006_08
ORD ID	ord-27b9e1260647442584ff0f4565e0531d
Quellennotiz	uspto-grants-2006_08