Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Ethanol → 5-(4-Formylphenyl)pyrimidine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Ethanol | HCID 702 | — |
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | 4-Formylphenylboronic Acid | HCID 591073 | — |
| 반응물 | 5-Chloropyrimidine hydrochloride | HCID 22735170 | — |
| 촉매 | (Butane-1,4-diyl)bis(diphenylphosphane)--dichloropalladium (1/1) | HCID 10974057 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 5-(4-Formylphenyl)pyrimidine | HCID 3861212 | 48.7% |
반응 단계
1 M aq. Na2CO3 (20 mL) and ethanol (10 mL) were added to a solution of 5-chloropyrimidine hydrochloride (3.03 g, 20.06 mmol, prepared as described in WO 9821188), 4-formylphenylboronic acid (3.90 g, 26.01 mmol) and [1,4-bis(diphenylphosphino)butane]palladium(II) dichloride (0.60 g, 0.99 mmol) in toluene (40 mL) and the mixture was heated to reflux for 18 h. The cooled reaction mixture was diluted with ethyl acetate, washed with sat. aq. NaHCO3 and brine, dried (MgSO4), and concentrated. Purification by chromatography (SiO2, 4:1 hexane/ethyl acetate) yielded 1.80 g (42%) of the title compound. MS 185 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06713455B2 |
| 출처 데이터셋 | uspto-grants-2004_03 |
| ORD ID | ord-ae4430c86d0f46dba2137ba2e4b21c4e |
| 출처 메모 | uspto-grants-2004_03 |