돌아가기
Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1055667생성일: 2026년 10월 26일

8-Hydroxyquinoline → N-(3-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methyl-phenyl)-3-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/1055667

반응식

참여 물질

역할이름HCID투입량
반응물8-HydroxyquinolineHCID 1923—
반응물Bis(N,N,N-triethylethanaminium) carbonateHCID 11045447—
반응물N-(3-Bromo-4-Methylphenyl)-3-(Trifluoromethyl)BenzamideHCID 58601069—
반응물HCID 178490761HCID 178490761—
촉매Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
용매WaterHCID 962—
용매DimethylformamideHCID 6228—
생성물N-(3-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methyl-phenyl)-3-(trifluoromethyl)benzamideHCID 86690977—

반응 조건

온도160 °C

반응 단계

55 mg (0.19 mmol) of the compound of Example 5A and 74 mg (0.21 mmol) of the compound of Example 45A were dissolved in 1.24 ml of DMF and 0.12 ml of water, and 126 mg (0.39 mmol) of bis(tetraethylammonium) carbonate were added carefully. The mixture was degassed with argon, and 14.3 mg (0.08 mmol) of copper(I) iodide and 10.9 mg (0.08 mmol) of 8-hydroxyquinoline were then added. The reaction was then heated in a microwave oven (Biotage Initiator, with Dynamic Field Tuning) at 160° C. for 1 h. After cooling, the mixture was poured into 10 ml of water and extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution and concentrated under reduced pressure. The residue was purified by preparative HPLC (Method 11). The product fractions were concentrated and the residue was dried under high vacuum. This gave 26 mg (57% pure, 14% of theory) of the title compound which was reacted further in this form.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09394309B2
출처 데이터셋uspto-grants-2016_07
ORD IDord-2bad6955bad64bcdb91149f4b6b65e02
출처 메모uspto-grants-2016_07