Diisopropylethylamine → (E)-1-[4-(2-Methoxy-4-quinolyl)piperazin-1-yl]-4-methyl-hept-2-en-1-one

참여 물질

역할	이름	HCID	투입량
반응물	Diisopropylethylamine	HCID 81531	—
반응물	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
반응물	4-Methylhept-2-enoic acid	HCID 21720203	—
반응물	2-Methoxy-4-piperazin-1-yl-quinoline	HCID 66835874	—
용매	Dimethylformamide	HCID 6228	—
생성물	(E)-1-[4-(2-Methoxy-4-quinolyl)piperazin-1-yl]-4-methyl-hept-2-en-1-one	HCID 56948961	40%

반응 단계

(E)-4-Methyl-hept-2-enoic acid (21.3 mg, 0.15 mmol) was dissolved in DMF (350 μl), diisopropylethylamine was added (26 μl, 0.15 mmol) followed by HATU (57 mg, 0.15 mmol dissolved in 0.25 ml DMF). The mixture was stirred at room temperature for 15 minutes, then 2-methoxy-4-piperazin-1-yl-quinoline (36.4 mg, 0.15 mmol, dissolved in 1 ml DMF) was added and stirring was continued overnight. The mixture was evaporated under reduced pressure, the residue was dissolved in dichloromethane and the resulting solution was washed with 5% sodium bicarbonate solution, water, evaporated to dryness under reduced pressure. The residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 21.1 mg (0.06 mmol, 39.8%) of a solid.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08883791B2
출처 데이터셋	uspto-grants-2014_11
ORD ID	ord-32aec6e0d04d40cf81c859d5b8092f64
출처 메모	uspto-grants-2014_11