HuagongsheHuagongshe Chemistry Print Report · For research reference only
2′-Fluoro-5′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)[1,1′-biphenyl]-2-carbonitrile → 5'-[7-Acetyl-[1,8]naphthyridin-4-yl]-2'-fluorobiphenyl-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2′-Fluoro-5′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)[1,1′-biphenyl]-2-carbonitrile | HCID 11771647 | — |
| Reactant | 1-(5-chloro-1,8-naphthyridin-2-yl)Ethanone | HCID 22285334 | — |
| Product | 5'-[7-Acetyl-[1,8]naphthyridin-4-yl]-2'-fluorobiphenyl-2-carbonitrile | HCID 9925435 | 83% |
Reaction Steps
This was prepared in 83% yield from 1-(5-chloro-[1,8]naphthyridin-2-yl)ethanone (from step a) and 2′-fluoro-5′-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile (from Example 2, step e) using a similar procedure to that described in Example 55, step a. δH (400 MHz, CDCl3) 2.97 (3H, s), 7.45 (1H, t, J 9.0), 7.55 (1H, td, J 7.4, 1.2), 7.58-7.62 (4H, m), 7.71 (1H, td, J 7.4, 1.2), 7.84 (1H, dd, J 7.8, 0.8), 8.26 (1H, d, J 8.6), 8.59 (1H, d, J 8.6), 9.26 (1H, d, J 4.3). m/z (ES+) 368 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960598B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-1e1f470dab88405faea3784f4b33b00f |
| Source note | uspto-grants-2005_11 |