HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59323865, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 68715428 | HCID 68715428 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59323865 | HCID 59323865 | 39% |
Reaction Steps
To a stirred mixture of (S)-2-amino-4-(6-trifluoromethyl-pyridin-2-yl)-butan-1-ol (0.224 g, 0.96 mmol) and K2CO3 (0.198 g, 1.43 mmol) in THF (7 ml) under an argon atmosphere was added a solution of cyanogen bromide (0.152 g, 1.05 mmol) in THF (1 ml). The mixture was stirred for 18 hours, then water and ethyl acetate were added. The organic layer was washed with water, dried over MgSO4 and evaporated over Isolute® Flash-NH2 silicagel. Chromatography (column: Isolute® Flash-NH2 from Separtis; eluent: ethyl acetate/MeOH=90:10) yielded the title compound as off-white solid, (0.096 g, 39%); MS (ISP): 260.0 ((M+H)+.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604061B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-97fde19d14464bf6b476454ab29355fe |
| Source note | uspto-grants-2013_12 |