HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 58497003, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromopyrimidine | HCID 78345 | — |
| Reactant | HCID 58496903 | HCID 58496903 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58497003 | HCID 58497003 | — |
Reaction Steps
A mixture of 400 mg 6-tert.-butoxycarbonylamino-naphthalene-2-boronic acid, 258 mg 2-bromo-pyrimidine, 100 mg tetrakis(triphenylphosphine)palladium and 4 ml 1 M sodium carbonate solution in 15 ml dioxane and 5 ml of methanol is refluxed for four hours in an argon atmosphere. After cooling to ambient temperature the reaction mixture is divided between ethyl acetate and water. The organic phase is dried on magnesium sulphate and evaporated down. The flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (75:25 to 50:50) as eluant.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163911B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-f2baa1aea34c4f92bc514704f6dff881 |
| Source note | uspto-grants-2012_04 |