2-(2-Fluorophenyl)ethylamine → tert-butyl (4S,5R)-2-[2-(2-fluorophenyl)ethylamino]-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylate

https://huagongshe.com/de/reaction/2053531

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	2-(2-Fluorophenyl)ethylamine	HCID 643357	—
Edukt	cis-4,5-Diphenyl-2-methylthio-4,5-dihydro-imidazole-1-carboxylic Acid, Tert-Butyl Ester	HCID 86596320	—
Lösungsmittel	Methanol	HCID 887	—
Produkt	tert-butyl (4S,5R)-2-[2-(2-fluorophenyl)ethylamino]-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylate	HCID 68570675	43,2%

Reaktionsbedingungen

Temperatur	100 °C

Reaktionsschritte

A mixture of intermediate 59 (0.5 g, 1.36 mmol), 2-fluorophenethylamine (0.531 mL, 4.07 mmol) and MeOH (0.1 mL) is heated at 100° C. for 3 days. The reaction mixture is cooled to RT, and is purified by chromatography on silica gel; gradient elution with heptane:EtOAc (70:30-60:40) gives 0.27 g of the product 91. 1H NMR (CDCl3) δ 7.40-6.85 (m, 13H), 6.80-6.65 (m, 2H), 5.45-5.25 (m, 2H), 3.90-3.60 (m, 2H), 1.15 (s, 9H); MS: m/z 460 (M++1).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07326792B2
Quelldatensatz	uspto-grants-2008_02
ORD ID	ord-a51d4890194d4f4bb726fd1f7be3b579
Quellennotiz	uspto-grants-2008_02