Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | HCID 68089407 | HCID 68089407 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68089334 | HCID 68089334 | 92.1% |
Reaction Steps
(3-Bromo-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)(4-fluorophenyl)methanone (150 mg, 0.4 mmol; prepared as described above), tributyl(vinyl)tin (185 mg, 0.6 mmol) and Pd(PPh3)4 (58 mg, 0.05 mmol) were combined in toluene (12 mL) and heated at 120° C. for 1 h. The reaction mixture was cooled to RT, filtered through celite, adsorbed onto silica gel, and eluted with CH2Cl2:MeOH (9:1) to give 104 mg (82%) of (4-fluorophenyl)(3-vinyl-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)methanone. LC-MS (M+H)=283.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08710074B2 |
|---|
| Source dataset | uspto-grants-2014_04 |
|---|
| ORD ID | ord-59013326211f4dc19123660eb4381c5c |
|---|
| Source note | uspto-grants-2014_04 |
|---|