HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 6-(3-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 3-Fluorophenylboronic acid | HCID 2733986 | — |
| Reactant | 2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-one | HCID 57405264 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 6-(3-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one | HCID 86667503 | — |
Reaction Steps
2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-one (30 mg, 0.11 mmol) was dissolved into DCM (2 mL) and treated with 3-fluorophenylboronic acid (30 mg, 0.22 mmol), Cu(OAc)2 (22 mg, 0.13 mmol), and triethylamine (50 μL). The reaction was stirred for 2 days at RT and concentrated to an oil and purified by RP-HPLC (10-90% gradient CH3CN in water with 0.1% TFA modifier) to give the compound, 24(3-fluorobenzyl)oxy)-6-(3-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one. LC-MS (M+H)=367.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853237B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-e90650fda1bd45efaa3dbc806dce30bc |
| Source note | uspto-grants-2014_10 |