HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86626270, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-2-chloropyrimidine | HCID 606665 | — |
| Reactant | ((1E)-prop-1-en-1-yl)boronic acid | HCID 6157276 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86626270 | HCID 86626270 | 42% |
Reaction Steps
To 5-bromo-2-chloropyrimidine (2.027 g, 10.48 mmol), (E)-prop-1-enylboronic acid (1.350 g, 15.72 mmol), PdCl2(dppf)-CH2Cl2 (0.428 g, 0.524 mmol), and potassium carbonate (4.35 g, 31.4 mmol) in toluene (20 mL) and water (0.5 mL) was bubbled nitrogen subsurface for 1 minute and then placed in a 90° C. oil bath for 5 hours. 200 mL EtOAc was added and the reaction was then washed with 3×200 mL of water, dried with MgSO4, filtered and concentrated to 1.53 g brown solids. This was purified by flash chromatography (5% EtOAc in hexanes) to yield product (681 mg) as an off-white solid. MS (ESI) 155.7 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003796B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-ac6b620c5d924e51ae7b30e7a895fc78 |
| Source note | uspto-grants-2011_08 |