HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-3-phenylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2R)-2-amino-3-phenylpropanamide | HCID 7000171 | — |
| Reactant | 3,5-Dichloropyrazine-2-carbonitrile | HCID 52987744 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-3-phenylpropanamide | HCID 86685588 | 85.9% |
Reaction Steps
A solution of 3,5-dichloropyrazine-2-carbonitrile (86 mg, 0.494 mmol), D-phenylalaninamide (81 mg, 0.494 mmol) and DIEA (0.130 mL, 0.747 mmol) in DMF (2 mL) was stirred at room temperature for 20 h. Water and EtOAc were added. Organic phase was separated, washed with 1N HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-3-phenylpropanamide (128 mg) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877760B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-d3d9c8dd2c10414b82592f65e8cbac33 |
| Source note | uspto-grants-2014_11 |