HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylenediamine → HCID 178510687, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Reactant | HCID 178505545 | HCID 178505545 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178510687 | HCID 178510687 | — |
Reaction Steps
In a volumetric flask, 3-bromo-4,6-bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine (0.20 g, 0.4 mmol, obtained in example 64), copper cyanide (I) (0.05 g, 0.6 mmol) and anhydrous 1-methyl-2-pyrrolidone (1 mL) were introduced under argon atmosphere and heated to reflux for 2 h. This was poured into a 10% aqueous solution of ethylendiamine (4 mL) and extracted with CHCl3. Brine was added to the aqueous phase and it was extracted with EtOAc. The combined organic phases were dried over Na2SO4 and concentrated to dryness. The crude product obtained was purified by chromatography on silica gel using hexane-EtOAc mixtures of increasing polarity as eluent, to afford the title compound in a solid form (yield: quantitative).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536194B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-ac209e070d504a4e8b86b2f7eb3a641d |
| Source note | uspto-grants-2013_09 |