Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 16071664 | HCID 16071664 | — |
| Product | HCID 16070336 | HCID 16070336 | 41% |
Reaction Steps
Sodium hydride (17 mg, 0.43 mmol) in anhydrous dimethylformamide (3.5 mL) was stirred at 0° C. under nitrogen atmosphere. 6-Pyridin-2-yl-5-pyridin-4-ylpyrazin-2-amine (Example 12, 90 mg, 0.36 mmol) in anhydrous dimethylformamide (2.5 mL) and cyclopentylisocianate (50 μL, 0.43 mmol) were sequentially added. The mixture was stirred at 70° C. under nitrogen atmosphere for 1 h 30 min. Dimethylformamide was removed in vacuo and the resulting solid was triturated with hexanes-dichloromethane, filtered, washed with hexanes and dried. Silica gel flash chromatography of the solid (dichloromethane to dichloromethane/methanol 95:5) afforded the title compound (53 mg, 41%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07790728B2 |
|---|
| Source dataset | uspto-grants-2010_09 |
|---|
| ORD ID | ord-53b1950d454c4db6b394c623d76b2710 |
|---|
| Source note | uspto-grants-2010_09 |
|---|