참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | 4-Methylpyrimidine | HCID 18922 | — |
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | Benzoic acid, 4-fluoro-, ethyl ester | HCID 67976 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Ethyl acetate hexane | HCID 21226206 | — |
| 생성물 | 1-(4-Fluoro-phenyl)-2-pyrimidin-4-YL-ethanone | HCID 11736054 | 48% |
반응 단계
To a suspension of NaH (2.26 g 50%, 47.7 mmol) in DMF (92 mL) under argon atmosphere and cooled to 0° C., 4-methylpyrimidine (3.00 g, 31.9 mmol) was added slowly. Then, ethyl 4-fluorobenzoate (6.40 g, 38.2 mmol) was added and it was stirred at room temperature overnight. Water was added and the solvent was evaporated. The residue was taken up in a mixture of EtOAc and brine. The phases were separated and the aqueous phase was reextracted with EtOAc. The combined organic phases were dried over Na2SO4 and concentrated to dryness. The crude product obtained by chromatography on silica gel using hexane-EtOAc mixtures of increasing polarity as eluent, to afford 3.30 g of the desired compound (yield: 48%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08536194B2 |
|---|
| 출처 데이터셋 | uspto-grants-2013_09 |
|---|
| ORD ID | ord-bf80a29417b249f9b43aef481339526f |
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| 출처 메모 | uspto-grants-2013_09 |
|---|
