1,2-Diaminocyclohexane, trans- → 5-Chloro-N-((1-(4-(3-oxothiomorpholino)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide

関与物質

役割	名称	HCID	仕込み量
反応物	1,2-Diaminocyclohexane, trans-	HCID 43806	—
反応物	Potassium Phosphate, Tribasic	HCID 62657	—
反応物	1,4-Tetrahydrothiazine-3-one	HCID 88402	—
反応物	5-Chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide	HCID 24986897	—
触媒	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
溶媒	1,4-Dioxane	HCID 31275	—
生成物	5-Chloro-N-((1-(4-(3-oxothiomorpholino)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide	HCID 24760026	25.9%

反応条件

温度	110 °C

反応手順

A mixture of 5-chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 1-6 prepared in Example 1 (230 mg, 0.518 mmol), 3-thiomorpholinone (121 mg, 1.03 mmol), 1,2-trans-diaminocyclohexane (26 μL, 0.21 mmol) and K3PO4 (220 mg, 1.04 mmol) in dioxane (2 mL) was degassed with Ar before being charged with CuI (40 mg, 0.21 mmol). The mixture in a sealed tube was heated at 110° C. overnight. It was then purified by HPLC to give the title compound (58 mg). MS 433.1 and 435.0 (M+H, Cl pattern).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08063077B2
出典データセット	uspto-grants-2011_11
ORD ID	ord-0fcc159be8a44d58bc0116013f19138d
出典メモ	uspto-grants-2011_11