Phenol, 4-amino-2-fluoro- → 4-[[2-[5-[[Boc(2-methoxyethyl)amino]methyl]-2-pyridyl]-7-thieno[3,2-b]pyridyl]oxy]-3-fluoroaniline

https://huagongshe.com/ja/reaction/84388

関与物質

役割	名称	HCID	仕込み量
反応物	Phenol, 4-amino-2-fluoro-	HCID 2735918	—
反応物	Potassium tert-butoxide	HCID 23665647	—
反応物	tert-Butyl ((6-(7-chlorothieno[3,2-b]pyridin-2-yl)pyridin-3-yl)methyl)(2-methoxyethyl)carbamate	HCID 57919613	—
溶媒	Dimethyl Sulfoxide	HCID 679	—
溶媒	Water	HCID 962	—
生成物	4-[[2-[5-[[Boc(2-methoxyethyl)amino]methyl]-2-pyridyl]-7-thieno[3,2-b]pyridyl]oxy]-3-fluoroaniline	HCID 57919472	58%

反応条件

温度	100 °C

反応手順

To a solution of 4-amino-2-fluorophenol (1.933 g, 15.21 mmol) in DMSO (30 mL) was added potassium tert-butoxide (2.017 g, 17.97 mmol). After 30 min, chloride 145 (6 g, 13.83 mmol) was added and the reaction mixture was heated at 100° C. for 45 min. The mixture was cooled down then poured in water (250 mL) at 40-45° C. and stirred for 30 min. The precipitate was collected by filtration, washed with water (2×30 mL) and dried overnight. The crude solid was triturated with Et2O (50 mL) for 1 h, to afford title compound 126 (4.18 g, 58% yield) as a brown solid. MS (m/z): 525.2 (M+H).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08846927B2
出典データセット	uspto-grants-2014_09
ORD ID	ord-aa5ffb58570740f6872ce92dd6a5cf3d
出典メモ	uspto-grants-2014_09