HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 25182139, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4-Difluorophenylboronic acid | HCID 2734334 | — |
| Reactant | HCID 25182140 | HCID 25182140 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 25182139 | HCID 25182139 | 18.4% |
Reaction Steps
To a solution of 6-allyl-3-(3-bromophenyl)-6-phenyl-1,3-oxazinan-2-one (50 mg, 0.134 mmol) and 2,4-difluorophenylboronic acid (40 mg, 0.215 mmol), K2CO3 (0.5 mL, 2 M) in 1,4-dioxane (1.5 ml) was slowly added Pd(Ph3)2Cl2 (10 mg, 20%) at 0° C. under N2. The mixture was refluxed overnight. The mixture was concentrated to give the crude product, which was purified by TLC and preparative HPLC to afford 6-allyl-3-(2′,4′-difluorobiphenyl-3-yl)-6-phenyl-1,3-oxazinan-2-one (10 mg, 18%). 1H NMR (400 MHz, CDCl3): δ=2.40 (m, 2H), 2.55-2.72 (m, 2H), 3.26 (m, 1H), 3.47 (m, 1H), 5.05 (m, 2H), 5.76 (m, 1H), 6.76-6.90 (m, 2H), 7.04 (m, 1H), 7.28 (m, 4H), 7.36 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329897B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-40901d10e2184fceb49b7105afd8a3e4 |
| Source note | uspto-grants-2012_12 |