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

関与物質

役割	名称	HCID	仕込み量
反応物	3-Fluorobenzylamine	HCID 66853	—
反応物	cis-4,5-Diphenyl-2-methylthio-4,5-dihydro-imidazole-1-carboxylic Acid, Tert-Butyl Ester	HCID 86596320	—
溶媒	Methanol	HCID 887	—
生成物	tert-butyl (4S,5R)-2-[(3-fluorophenyl)methylamino]-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylate	HCID 68569694	62.1%

反応条件

温度	100 °C

反応手順

A mixture of intermediate 59 (2.0 g, 5.42 mmol), 3-fluorobenzylamine (1.86 mL, 16.2 mmol) and MeOH (0.5 mL) is heated at 100° C. for 2 days. The reaction mixture is cooled to RT, and is purified twice by chromatography on silica gel; gradient elution with heptane:EtOAc (70:30-60:40) gives 1.5 g of the product 87. 1H NMR (CDCl3) δ 7.50 (s, 1 H), 7.40-7.30 (m, 1 H), 7.30-7.15 (m, 2 H), 7.10-6.90 (m, 9 H), 7.85-7.75 (m, 2 H), 5.50-5.30 (m, 2 H), 4.80-4.55 (m, 2 H), 1.15 (s, 9 H); MS: m/z 446 (M++1).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07741493B2
出典データセット	uspto-grants-2010_06
ORD ID	ord-a61bcc531b5e47ff8685e7c653f67ae9
出典メモ	uspto-grants-2010_06