Acetic Acid → 6-[6-(1-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-piperidin-4-yl}-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-7-fluoro-quinoline

참여 물질

역할	이름	HCID	투입량
반응물	Acetic Acid	HCID 176	—
반응물	2-((Tert-butyldimethylsilyl)oxy)acetaldehyde	HCID 4187788	—
반응물	Sodium cyanoborohydride	HCID 5003444	—
반응물	7-fluoro-6-[6-(1-piperidin-4-yl-1H-pyrazol-4-yl)imidazo[1,2-b]pyridazin-3-ylmethyl]-quinoline	HCID 57917429	—
용매	Methanol	HCID 887	—
용매	Dichloromethane	HCID 6344	—
생성물	6-[6-(1-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-piperidin-4-yl}-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-7-fluoro-quinoline	HCID 68634240	—

반응 단계

A mixture of 7-fluoro-6-[6-(1-piperidin-4-yl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-quinoline (Example 180, 70 mg, 0.164 mmol), tert-butyldimethylsilyloxy-acetaldehyde (47 μL, 0.246 mmol) and NaBH3CN (52 mg, 0.246 mmol) in MeOH (2 mL) was stirred at rt for 2 h. The pH was then adjusted to 5-6 with AcOH and the RM was stirred at rt for 2 h more. The mixture was diluted with DCM and washed with NaHCO3 and brine. The organic layer was dried over Na2SO4, filtered and concentrated to afford the title compound as a foam (tR 4.27 min (conditions 3), MH+=586.1).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08822468B2
출처 데이터셋	uspto-grants-2014_09
ORD ID	ord-e35c972c920149f49fe323473e220e2c
출처 메모	uspto-grants-2014_09