HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethynyl-2-(trifluoromethyl)benzene → 1-{[2-(trifluoromethyl)phenyl]ethynyl}benzo[c]-1,8-naphthyridin-6(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethynyl-2-(trifluoromethyl)benzene | HCID 4100856 | — |
| Reactant | 1-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one | HCID 58168008 | — |
| Product | 1-{[2-(trifluoromethyl)phenyl]ethynyl}benzo[c]-1,8-naphthyridin-6(5H)-one | HCID 58168078 | 12% |
Reaction Steps
The title compound was synthesized according to the procedure described for the preparation of Example 160 using 83 (100 mg, 0.43 mmol) and 2-ethynyl-α,α,α-trifluorotoluene (0.09 mL, 0.65 mmol) to provide 254 (18 mg, 12% yield) as a tan solid. LC-MS (M+H=365 obsd.=365). 1H NMR (400 MHz, d6-DMSO): δ 9.62 (d, 1H), 8.50 (d, 1H), 8.41 (dd, 1H), 8.08 (d, 1H), 7.95 (d, 1H), 7.86 (m, 2H), 7.74 (m, 2H), 7.39 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735584B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-b6f8606aafa24ac484c5b8217660dcb9 |
| Source note | uspto-grants-2014_05 |