HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | 2-((Tert-butyldimethylsilyl)oxy)acetaldehyde | HCID 4187788 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Edukt | 7-fluoro-6-[6-(1-piperidin-4-yl-1H-pyrazol-4-yl)imidazo[1,2-b]pyridazin-3-ylmethyl]-quinoline | HCID 57917429 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 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 | — |
Reaktionsschritte
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).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08822468B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-e35c972c920149f49fe323473e220e2c |
| Quellennotiz | uspto-grants-2014_09 |