HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 57667019, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 67271061 | HCID 67271061 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57667019 | HCID 57667019 | 46.3% |
Reaction Steps
To a stirred mixture of (S)-2-amino-3-[ethyl-(6-trifluoromethyl-pyridin-3-yl)-amino]-propan-1-ol (0.04 g, 0.15 mmol) and K2CO3 (0.025 g, 0.18 mmol) in THF (2 ml) under an argon atmosphere was added a solution of cyanogen bromide (0.025 g, 0.18 mmol) in THF (1 ml). The mixture was stirred for 1 hour, then ethylacetate and water were added. The aqueous phase was back extracted with EtOAc. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated. The crude product was purified by column chromatography (SiO2, EtOAc/MeOH=9:1) to give the title compound as white solid (0.02 g, 46%), MS (ISP): 289.0 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902238B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-1bce10b6708649f791df1f5ac87fba62 |
| Source note | uspto-grants-2011_03 |