HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → (R)-5-(5-Bromo-2-fluoro-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) | HCID 2735153 | — |
| Reactant | (R)-5-(5-bromo-2-fluoro-phenyl)-5-methyl-morpholin-3-one | HCID 58155287 | — |
| Product | (R)-5-(5-Bromo-2-fluoro-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine | HCID 58155238 | — |
Reaction Steps
In analogy to step a) in the synthesis of building block D, the treatment of (R)-5-(5-bromo-2-fluoro-phenyl)-5-methyl-morpholin-3-one with trimethyloxonium tetrafluoroborate followed by the nucleophilic substitution with ammonium chloride yielded the title compound; its hydrochloride was obtained as a white solid (74%). Mass (calculated) C11H12BrFN2O [287.13]; (found) [M+H]+=287, [M+2+H]+=289.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242943B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-bf40da5472c84389931e2851fe2d0b75 |
| Source note | uspto-grants-2016_01 |