3,5-Difluorobenzylamine → tert-butyl (4S,5R)-2-[(3,5-difluorophenyl)methylamino]-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylate

https://huagongshe.com/de/reaction/18737

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	3,5-Difluorobenzylamine	HCID 145211	—
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-[(3,5-difluorophenyl)methylamino]-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylate	HCID 68569310	44,4%

Reaktionsbedingungen

Temperatur	100 °C

Reaktionsschritte

A mixture of intermediate 59 (0.50 g, 1.36 mmol), 3,5-difluorobenzylamine (0.481 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 (75:25-60:40) gives 0.28 g of the product 89. 1H NMR (CDCl3) δ 7.10-6.60 (m, 14 H), 5.45-5.35 (m, 2 H), 4.75-4.55 (m, 2 H), 1.16 (s, 9 H); MS: m/z 464 (M++1).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07741493B2
Quelldatensatz	uspto-grants-2010_06
ORD ID	ord-4c2ba01359ac4c7c8a44ff8b9892dba4
Quellennotiz	uspto-grants-2010_06