HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-(Phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde → (Rac)-(1-benzenesulfonyl-1h-pyrrolo[2,3-b]pyridin-3-yl)-[6-(1-methyl-1h-pyrazol-4-yl)imidazo[1,2-b]pyridazin-3-yl]-methanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-(Phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde | HCID 10356646 | — |
| Edukt | 3-Bromo-6-(1-methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazine | HCID 68632486 | — |
| Edukt | HCID 178418443 | HCID 178418443 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (Rac)-(1-benzenesulfonyl-1h-pyrrolo[2,3-b]pyridin-3-yl)-[6-(1-methyl-1h-pyrazol-4-yl)imidazo[1,2-b]pyridazin-3-yl]-methanol | HCID 68640363 | — |
Reaktionsschritte
3-Bromo-6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazine (Example 8.1, 150 mg, 0.539 mmol) was dissolved in THF (15 mL) under Nitrogen. Ethylmagnesium bromide solution (3 M, 0.360 mL) was added and the mixture was stirred at rt for 30 min. Then 1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (Stage 199.2, 173 mg, 0.539 mmol) in THF (2 mL) was slowly added and the mixture was stirred at rt for 3.5 h. The mixture was quenched with 10% NH4Cl solution. It was extracted with EtOAc twice. The combined organic layers was washed with brine, dried over Na2SO4, filtered and evaporated. The title compound was obtained as a yellow solid (tR 1.4 min (conditions 1), MH+=486).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08822468B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-28f63240596541afa69c260f781cc0bf |
| Quellennotiz | uspto-grants-2014_09 |