HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-Bromo-2-(4-trifluoromethylphenyl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Reactant | 5-Bromo-2-iodopyrimidine | HCID 7006651 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Product | 5-Bromo-2-(4-trifluoromethylphenyl)pyrimidine | HCID 23297051 | 60.2% |
Reaction Steps
5-bromo-2-iodopyrimidine (250 mg), 4-trifluoromethylphenylboronic acid (167 mg), bis(triphenylphosphine)palladium(II) chloride (22 mg) and Na2CO3 (2.1 ml, 1M in H2O) in argon saturated acetonitrile (2.1 ml) was heated under microwave conditions (150° C., 10 minutes). The conversion was monitored and analyzed by HPLC. The crude reaction mixture was concentrated to dryness, then diluted with CH2Cl2, washed with water (3×10 ml), dried over Na2SO4, concentrated under vacuum and purified by chromatography column using CH2Cl2-hexane 1:10 as eluent to give 160 mg of the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07579353B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-9e44df1191674887be632656415a2350 |
| Source note | uspto-grants-2009_08 |