N,N'-Dimethylethylenediamine → 5-Chloro-N-((1-(5-(2-oxopyridin-1(2H)-yl)pyridin-2-yl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide

関与物質

役割	名称	HCID	仕込み量
反応物	N,N'-Dimethylethylenediamine	HCID 8070	—
反応物	Potassium Carbonate	HCID 11430	—
反応物	N-((1-(5-bromopyridin-2-yl)-1H-imidazol-4-yl)methyl)-5-chlorothiophene-2-carboxamide	HCID 68507465	—
反応物	HCID 178516071	HCID 178516071	—
触媒	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
溶媒	Dimethyl Sulfoxide	HCID 679	—
溶媒	1,4-Dioxane	HCID 31275	—
生成物	5-Chloro-N-((1-(5-(2-oxopyridin-1(2H)-yl)pyridin-2-yl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide	HCID 24987259	6.6%

反応条件

温度	110 °C

反応手順

A mixture of N-((1-(5-bromopyridin-2-yl)-1H-imidazol-4-yl)methyl)-5-chlorothiophene-2-carboxamide (42 mg, 0.11 mmol), 2-hydroxypyridine (40 mg, 0.42 mmol), N,N′-dimethylethylenediamine (0.035 mL, 0.32 mmol) and K2CO3 (52 mg, 0.38 mmol) in DMSO (1 mL) and dioxane (1 mL) was degassed with Argon before being charged with CuI (23 mg, 0.12 mmol). The mixture was heated at 110° C. overnight in a sealed tube. It was then purified by HPLC to give the title compound (3 mg). MS found for C19H14ClN5O2S: 412.2 and 414.2 (M+H, Cl pattern).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07696352B2
出典データセット	uspto-grants-2010_04
ORD ID	ord-3de329def22e45adb61ceacb273dc475
出典メモ	uspto-grants-2010_04