Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dimethylformamide → Methyl 2-(6-chloro-5-fluoropyridin-3-yloxy)-4-fluorobenzoate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dimethylformamide | HCID 6228 | — |
| 반응물 | Methyl 2,4-Difluorobenzoate | HCID 2782897 | — |
| 반응물 | Potassium tert-butoxide | HCID 23665647 | — |
| 반응물 | 2-Chloro-3-fluoro-5-hydroxypyridine | HCID 40424737 | — |
| 용매 | 2-Methyltetrahydrofuran | HCID 7301 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | Methyl 2-(6-chloro-5-fluoropyridin-3-yloxy)-4-fluorobenzoate | HCID 86642876 | — |
반응 단계
To a solution of 6-chloro-5-fluoropyridin-3-ol (0.977 g) in 2-methyltetrahydrofuran (12 mL) was added potassium 2-methylpropan-2-olate (1.0M in tetrahydrofuran, 7.28 mL). After stirring for 15 minutes at room temperature, methyl 2,4-difluorobenzoate (1.710 g) was added as a solution in 2-methyltetrahydrofuran (2 mL) followed by N,N-dimethylformamide (2 mL) then the reaction was heated to 75° C. under a nitrogen atmosphere. After stirring overnight the reaction was cooled, diluted with ethyl acetate (100 mL) and washed with water (50 mL) and brine (50 mL), dried over magnesium sulfate, filtered, and concentrated. Silica gel chromatography (GraceResolv 40 g) eluting with a gradient of 2% to 15% ethyl acetate/hexanes gave the title compound.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09303025B2 |
| 출처 데이터셋 | uspto-grants-2016_04 |
| ORD ID | ord-0f828f67bf0c4038b4b3ea1074c16313 |
| 출처 메모 | uspto-grants-2016_04 |