4-Aminobiphenyl → 1-(Biphenyl-4-ylcarbamoyl)-cyclopropanecarboxylic acid methyl ester

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	4-Aminobiphenyl	HCID 7102	—
Edukt	1-Hydroxybenzotriazole	HCID 75771	—
Edukt	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Edukt	1-(Methoxycarbonyl)cyclopropane-1-carboxylic acid	HCID 13861823	—
Katalysator	4-(Dimethylamino)pyridine	HCID 14284	—
Lösungsmittel	Water	HCID 962	—
Lösungsmittel	Dimethylformamide	HCID 6228	—
Produkt	1-(Biphenyl-4-ylcarbamoyl)-cyclopropanecarboxylic acid methyl ester	HCID 57875810	75,2%

Reaktionsschritte

HOBt (70 mg, 0.54 mmol), DMAP (110 mg, 0.9 mmol), EDCI.HCl (104 mg, 0.54 mmol) followed by biphenyl-4-ylamine (92 mg, 0.54 mmol) were added to a stirred solution of cyclopropane-1,1-dicarboxylic acid methyl ester (65 mg, 0.45 mmol) in DMF (2 mL) and the resulting mixture was stirred at ambient temperature overnight. The reaction mixture was then diluted with water. The resulting precipitate was isolated by filtration and dried to afford 100 mg (75%) of 1-(biphenyl-4-ylcarbamoyl)-cyclopropanecarboxylic acid methyl ester.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US08039463B2
Quelldatensatz	uspto-grants-2011_10
ORD ID	ord-735d1618010c41a1a8d9c6a5a3a1ae4d
Quellennotiz	uspto-grants-2011_10