HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(6-Bromopyridin-2-yl)acetonitrile → [6-(4,4-dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)pyridin-2-yl]acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(6-Bromopyridin-2-yl)acetonitrile | HCID 642864 | — |
| Reactant | (4,4-Dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)boronic acid | HCID 10987806 | — |
| Product | [6-(4,4-dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)pyridin-2-yl]acetonitrile | HCID 22021893 | — |
Reaction Steps
Prepared according to procedure B from (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid and (6-bromo-2-pyridyl)acetonitrile (J. Org. Chem. 1988, 53, 786-790). An off-white solid, mp 210-212.5° C. 1H NMR (DMSO-d6) □ 1.68 (s, 6H), 4.27 (s, 2H), 7.00 (d, 1H, J=8.3 Hz), 7.34 (d, 1H, J=7.1 Hz), 7.89-7.96 (m, 2H), 8.00-8.05 (m, 2H), 10.42 (s, 1H). MS (ESI) [M−H]−=292. Anal. calcd. for C17H15N3O2: C, 69.61; H, 5.15; N, 14.33. Found: C, 68.49; H, 5.19; N, 13.74.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06444668B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-0a758ba2afbd4e08bd4532198620f678 |
| Source note | uspto-grants-2002_09 |