참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | Potassium cyclopropyltrifluoroborate | HCID 23697338 | — |
| 반응물 | 5-Bromo-6-(1,1,1-trifluoropropan-2-yloxy)picolinic acid | HCID 71087582 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 촉매 | Butyl-1-adamantylphosphine | HCID 68995490 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | 5-Cyclopropyl-6-(1,1,1-trifluoropropan-2-yloxy)picolinic acid | HCID 71087435 | 79% |
반응 단계
5-Bromo-6-(1,1,1-trifluoropropan-2-yloxy)picolinic acid (2 g, 6.37 mmol), potassium cyclopropyltrifluoroborate (952 mg, 6.43 mmol), cesium carbonate (6.22 g, 19.1 mmol) and palladium(II)acetate (28.6 mg, 127 μmol) were suspended in toluene (55 mL) and water (6.11 mL) under an argon atmosphere. Butyl-1-adamantylphosphin (68.5 mg, 191 μmol) was added, the reaction mixture was heated to 120° C. for 1 d, poured onto icewater/1N HCl (150 mL) and extracted with EtOAc (2×300 mL). The combined organic layers were washed with icewater/brine (150 mL), dried over Na2SO4 and concentrated in vacuo to give the title compound (1.38 g, 79%) as a yellow solid. MS (EI): m/e=276.2 [M+H]+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09321727B2 |
|---|
| 출처 데이터셋 | uspto-grants-2016_04 |
|---|
| ORD ID | ord-ae0dddf6dcb44928a58fb06af65a7bda |
|---|
| 출처 메모 | uspto-grants-2016_04 |
|---|
