HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium triacetoxyborohydride → 2-(4-(1,1-Dimethylethyl)phenyl)-8-((1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)amino)-1(2H)-phthalazinone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | 1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde | HCID 5372812 | — |
| Edukt | 8-amino-2-(4-tert-butyl-phenyl)-2H-phthalazin-1-one | HCID 69160627 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-(4-(1,1-Dimethylethyl)phenyl)-8-((1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)amino)-1(2H)-phthalazinone | HCID 11625993 | — |
Reaktionsschritte
To a solution of 8-amino-2-(4-tert-butyl-phenyl)-2H-phthalazin-1-one (Example 1, Step E, 0.36 g, 1.1 mmol, 1 eq) and CH2Cl2 (50 mL) was added 1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (0.16 g, 1.1 mmol, 1 eq) and NaBH(OAc)3 (0.72 g, 3.4 mmol, 3.0 eq). The reaction was stirred at RT for 12 h then quenched with H2O and extracted with CH2Cl2. The organic layer was washed with H2O and brine, dried (MgSO4) and concentrated in vacuo. The residue was purified by silica flash chromatography (10-75% EtOAc:hexane) to give the desired product as a yellow solid. MS m/e 424 (M+H)+. Calc'd for C26H25N5O-423.51.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07390820B2 |
| Quelldatensatz | uspto-grants-2008_06 |
| ORD ID | ord-27cc4fb6d8be4f56838139a945ac0d5d |
| Quellennotiz | uspto-grants-2008_06 |