Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Sodium Carbonate → 2,4-Ditert-butoxy-5-(3-methyl-2-thienyl)pyrimidine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | Triphenylphosphine | HCID 11776 | — |
| 반응물 | 2-Bromo-3-methylthiophene | HCID 84314 | — |
| 반응물 | (2,4-Di-tert-butoxypyrimidin-5-yl)boronic acid | HCID 2735950 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | 1-Propanol | HCID 1031 | — |
| 생성물 | 2,4-Ditert-butoxy-5-(3-methyl-2-thienyl)pyrimidine | HCID 4458613 | 32% |
반응 단계
2,4-Di-tert-butoxy-pyrimidine-5-boronic acid (500 mg, 1.75 mmol) was dissolved in n-PrOH (5 mL) and then 2-bromo-3-methylthiophene (236 μl, 2.1 mmol), Na2CO3 (556 mg, 5.25 mmol), PPh3 (133 mg, 0.52 mmol) and Pd(OAc)2 (40 mg, 0.17 mmol) were added. The suspension was stirred at reflux for 2.5 hours. The solvent was evaporated and the crude was dissolved in water and extracted with Et2O. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-99) to give 170 mg of the title compound as a white solid (32% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07727988B2 |
| 출처 데이터셋 | uspto-grants-2010_06 |
| ORD ID | ord-6a27ead10db740a4ac7fefbba65f9c12 |
| 출처 메모 | uspto-grants-2010_06 |