HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxyphenylboronic acid → 5-(6-Fluoro-2'-methoxybiphenyl-3-yl)-2-trifluoromethyl[1,8]-naphthyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxyphenylboronic acid | HCID 2733958 | — |
| Reactant | Trifluoromethanesulfonic acid 2-fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenyl ester | HCID 86594178 | — |
| Product | 5-(6-Fluoro-2'-methoxybiphenyl-3-yl)-2-trifluoromethyl[1,8]-naphthyridine | HCID 10135476 | 53.5% |
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 2-methoxyphenyl-boronic acid (13.5 mg, 0.089 mmol) as described in Example 35 part c), affording 5-(6-fluoro-2′-methoxybiphenyl-3-yl)-2-trifluoromethyl[1,8]-naphthyridine (14.5 mg, 53%). δH (360 MHz, CDCl3) 3.86 (3H, s), 7.03-7.09 (2H, m), 7.32-7.48 (4H, m), 7.55 (1H, dd, J 2.5 and 6.7), 7.60 (1H, d, J 4.6), 7.83 (1H, d, J 8.4), 8.66 (1H, d, J 8.4), 9.27 (1H, d, J 4.6). m/z (ES+) 399 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960598B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-ddd180efb73e457fa1e8934d24b25e80 |
| Source note | uspto-grants-2005_11 |