Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,8-Diazabicyclo(5.4.0)undec-7-ene → (S)-2-[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]propionic acid methyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| 반응물 | (+)-Methyl lactate | HCID 637514 | — |
| 반응물 | 2-Methanesulfinylpyrimidine-5-carboxylic acid (4-fluorophenyl)amide | HCID 86760384 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | (S)-2-[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]propionic acid methyl ester | HCID 69523285 | 46% |
반응 단계
To a solution of 2-methanesulfinylpyrimidine-5-carboxylic acid (4-fluorophenyl)amide (40 mg, 0.14 mmol) in THF (1 mL) was added (R)-(+)-methyl lactate (20 μL, 0.21 mmol) followed by DBU (34 μL, 0.23 mmol). The solution was stirred for 2 days, quenched with 3% HCl and extracted with ethyl acetate. The organic layers were combined, washed successively with 5% NaHCO3, water, and brine, dried and concentrated in vacuo to afford 19.9 mg (46% yield) of the titled compound as a white solid shown to be 94% pure by HPLC. ESI-MS m/z 320 (MH+), 318 (M−H)−.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07176310B1 |
| 출처 데이터셋 | uspto-grants-2007_02 |
| ORD ID | ord-4bfd844e54c04b44934207240dd3e5aa |
| 출처 메모 | uspto-grants-2007_02 |