HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Cyanopyridine-3-boronic acid → 5-((2RS,4R)-3'-amino-6',6'-difluoro-2-phenyl-6',7'-dihydro-2'H-spiro[chroman-4,5'-[1,4]oxazepine]-6-yl)nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Cyanopyridine-3-boronic acid | HCID 45079576 | — |
| Reactant | (2RS,4R)-6-bromo-6',6'-difluoro-2-phenyl-6',7'-dihydro-2'H-spiro[chroman-4,5'-[1,4]oxazepin]-3'-amine | HCID 71059735 | — |
| Product | 5-((2RS,4R)-3'-amino-6',6'-difluoro-2-phenyl-6',7'-dihydro-2'H-spiro[chroman-4,5'-[1,4]oxazepine]-6-yl)nicotinonitrile | HCID 71060010 | 15% |
Reaction Steps
The cross coupling reaction of (2RS,4R)-6-bromo-6′,6′-difluoro-2-phenyl-6′,7′-dihydro-2′H-spiro[chroman-4,5′-[1,4]oxazepin]-3′-amine (intermediate C3.4) with 5-cyanopyridin-3-ylboronic acid yielded the title compound (15% yield) as a colorless solid. MS (ISP): m/z=447.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079919B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-c123363c690d4885875559fc02d107c2 |
| Source note | uspto-grants-2015_07 |