HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Acetylphenylboronic acid → 1-[2'-Fluoro-5'-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-3-yl]ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Acetylphenylboronic acid | HCID 2734310 | — |
| Reactant | Trifluoromethanesulfonic acid 2-fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenyl ester | HCID 86594178 | — |
| Product | 1-[2'-Fluoro-5'-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-3-yl]ethanone | HCID 10179747 | 60.2% |
Reaction Steps
Trifluoromethanesulfonic acid 2-fluoro-5-(7-trifluoromethyl-[1,8]naphthyridin-4-yl)phenyl ester (30.0 mg, 0.068 mmol) was coupled to 3-acetylphenyl-boronic acid (14.5 mg, 0.089 mmol) as described in Example 35 part c), affording 1-[2′-fluoro-5′-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-3-yl]ethanone (16.8 mg, 60%). δH (360 MHz, CDCl3) 2.66 (3H, s), 7.39-7.44 (1H, dd, J 9.8 and 8.4), 7.47-7.52 (1H, m), 7.58-7.62 (3H, m), 7.80-7.85 (2H, m), 8.01 (1H, dt, J 7.7, 1.2), 8.18 (1H, d, J 1.4), 8.55 (1H, d, J 8.8), 9.30 (1H, d, J 4.6). m/z (ES+) 411 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960598B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-6ced6fdd190f4399a590b65cd206ade8 |
| Source note | uspto-grants-2005_11 |