HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (R)-2-(5-cyano-6-(4-(pyridin-4-yl)phenylamino)pyrazin-2-ylamino)butanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 4-(Pyridin-4-yl)aniline | HCID 1512654 | — |
| Reactant | (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)butanamide | HCID 86685581 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-2-(5-cyano-6-(4-(pyridin-4-yl)phenylamino)pyrazin-2-ylamino)butanamide | HCID 86685583 | 46.4% |
Reaction Steps
A mixture of (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)butanamide (80 mg, 0.334 mmol), 4-(pyridin-4-yl)aniline (56 mg, 0.329 mmol), K2CO3 (110 mg, 0.797 mmol), BINAP (30 mg, 0.048 mmol) and Pd(OAc)2 (15 mg, 0.066 mmol) in dioxane (3 mL) was degassed with Ar, then was stirred at 110 C for 4 h. The mixture was concentrated in vacuo. The residue was purified by HPLC to give (R)-2-(5-cyano-6-(4-(pyridin-4-yl)phenylamino)pyrazin-2-ylamino)butanamide (57 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359308B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-dc09315d4d9740da91046148aa830726 |
| Source note | uspto-grants-2016_06 |