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HRID 69188作成日:2026年10月25日

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

https://huagongshe.com/reaction/69188

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic AcidHCID 176—
反応物2-((Tert-butyldimethylsilyl)oxy)acetaldehydeHCID 4187788—
反応物Sodium cyanoborohydrideHCID 5003444—
反応物7-fluoro-6-[6-(1-piperidin-4-yl-1H-pyrazol-4-yl)imidazo[1,2-b]pyridazin-3-ylmethyl]-quinolineHCID 57917429—
溶媒MethanolHCID 887—
溶媒DichloromethaneHCID 6344—
生成物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-quinolineHCID 68634240—

反応手順

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).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08822468B2
出典データセットuspto-grants-2014_09
ORD IDord-e35c972c920149f49fe323473e220e2c
出典メモuspto-grants-2014_09