8-Hydroxyquinoline → 5-chloro-N-((1-(4-(3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide

참여 물질

역할	이름	HCID	투입량
반응물	8-Hydroxyquinoline	HCID 1923	—
반응물	Potassium Carbonate	HCID 11430	—
반응물	3-Methyluracil	HCID 79066	—
반응물	5-Chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide	HCID 24986897	—
촉매	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
용매	Dimethyl Sulfoxide	HCID 679	—
생성물	5-chloro-N-((1-(4-(3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide	HCID 24760161	22.6%

반응 조건

온도	130 °C

반응 단계

A mixture of 5-chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 1-6 (66 mg, 0.15 mmol), 3-methyluracil (60 mg, 0.48 mmol), 8-hydroxyquinoline (10 mg, 0.069 mmol) and K2CO3 (60 mg, 0.43 mmol) in DMSO (1 mL) was degassed with Ar before being charged with CuI (15 mg, 0.079 mmol). The mixture in a sealed tube was heated at 130° C. overnight. The mixture was then purified by HPLC to give the titled compound (15 mg). MS 442.2 and 444.2 (M+H, Cl pattern).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07767697B2
출처 데이터셋	uspto-grants-2010_08
ORD ID	ord-a16ae4c725d3430f80908d23c4bca53d
출처 메모	uspto-grants-2010_08