HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → HCID 90265830, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | HCID 89823308 | HCID 89823308 | — |
| Solvent | Carbon Dioxide | HCID 280 | — |
| Product | HCID 90265830 | HCID 90265830 | 40% |
Reaction Steps
Racemic 7a-(4-fluorophenyl)-6-(5-fluoropyrimidin-2-yl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazin-2-amine (437 mg, 1.26 mmol) is chirally purified by SFC (Column: Chiralpak AD-H (5 u), 2.1×15 cm; eluent: 40% isopropyl alcohol (0.2% isopropylamine) in CO2; flow 70 mL/min at UV 225 nm). The second eluting isomer is dissolved in 15 mL dichloromethane and hydrogen chloride gas is bubbled through the solution for approximately 15 seconds and concentrated to give the title compound as a white solid (194 mg, 40%, >99% ee). ES/MS (m/e) 348 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629270B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-de3dfa4d14f84a2db0a7195bca1c9802 |
| Source note | uspto-grants-2014_01 |