Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium hydride | HCID 82127 | — |
| Reactant | 4,5-Difluoro-6-phenoxypyrimidine | HCID 15869674 | — |
| Reactant | HCID 54404573 | HCID 54404573 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54085131 | HCID 54085131 | 82% |
Reaction Steps
0.119 g of potassium hydride (60% suspension in mineral oil) is added to a solution of 0.7 g (0.00298 mol) of 3-[1-(2-hydroxyphenyl)-2-methoxyethen-1-yl]-5,6-dihydro-1,4,2-dioxazine and 0.6 g (0.00288 mol) of 4-phenoxy-5,6-difluoro-pyrimidine in 10 ml of dimethylformamide at 0° C., and the mixture is then stirred for 12 hours at 20° C. The reaction mixture is poured into water and extracted using ethyl acetate. The combined organic phases are dried over sodium sulphate and concentrated under reduced pressure. The residue is chromatographed on silica gel using cyclohexane/ethyl acetate (1:1). 0.4 g (82% of theory) of 3-{1-[2-(4-phenoxy-5-fluoropyrimid-6-yloxy)-phenyl]-2-methoxyethen-1-yl}-5,6-dihydro-1,4,2-dioxazine is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06407233B1 |
|---|
| Source dataset | uspto-grants-2002_06 |
|---|
| ORD ID | ord-30619bea52e2474dae840698ff2de21d |
|---|
| Source note | uspto-grants-2002_06 |
|---|