HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Fluoro-3-pyridinamine → (R)-6,6-difluoro-5-(2-fluoro-5-(5-fluoropyridin-3-ylamino)phenyl)-5,7,7-trimethyl-1,4-oxazepan-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Fluoro-3-pyridinamine | HCID 574450 | — |
| Reactant | (R)-5-(5-bromo-2-fluorophenyl)-6,6-difluoro-5,7,7-trimethyl-1,4-oxazepan-3-one | HCID 58562968 | — |
| Product | (R)-6,6-difluoro-5-(2-fluoro-5-(5-fluoropyridin-3-ylamino)phenyl)-5,7,7-trimethyl-1,4-oxazepan-3-one | HCID 68227175 | 26% |
Reaction Steps
Prepared in an analogous manner as described for intermediate A9A or A13A from (R)-5-(5-bromo-2-fluorophenyl)-6,6-difluoro-5,7,7-trimethyl-1,4-oxazepan-3-one (intermediate A16B) (200 mg, 546 μmol) and commercially available 3-amino-5-fluoropyridine [CAS no 210169-05-4] (122 mg, 1.09 mmol). The (R)-6,6-difluoro-5-(2-fluoro-5-(5-fluoropyridin-3-ylamino)phenyl)-5,7,7-trimethyl-1,4-oxazepan-3-one (56 mg, 26%) was obtained as an off-white foam. MS (ISP): m/z=398.2 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748418B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-db8bbf54e5174e408e2140a1fa0cffc6 |
| Source note | uspto-grants-2014_06 |