HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Acetamidophenyl)boronic acid → N-[2'-fluoro-5'-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-3-yl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Acetamidophenyl)boronic acid | HCID 157274 | — |
| Reactant | Trifluoromethanesulfonic acid 2-fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenyl ester | HCID 86594178 | — |
| Product | N-[2'-fluoro-5'-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-3-yl]acetamide | HCID 10273961 | 41.5% |
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-acetamidophenyl-boronic acid (15.9 mg, 0.089 mmol) as described in Example 35 part c), affording N-[2′-fluoro-5′-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-3-yl]acetamide (12.0 mg, 41%). δH (360 MHz, CDCl3) 2.20 (3H, s), 7.35-7.47 (5H, m), 7.54-7.60 (2H, m), 7.84 (1H, d, J 8.4), 7.87 (1H, s), 8.56 (1H, d, J 8.8), 9.28 (1H, d, J 4.6). m/z (ES+) 426 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960598B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-43a692eb50194fec87f56e60ef7d0ee5 |
| Source note | uspto-grants-2005_11 |