참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1,10-Phenanthroline | HCID 1318 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 2-Bromoaniline | HCID 11992 | — |
| 반응물 | 5-Bromo-pyridine-2-carbonyl chloride | HCID 19090771 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 2-(5-Bromo-2-pyridinyl)benzoxazole | HCID 46941613 | 30% |
반응 단계
A mixture of 2-bromoaniline (3.90 g, 22.7 mmol), 5-bromopyridine-2-carbonyl chloride (5.00 g, 22.7 mmol), Cs2CO3 (14.78 g, 45.36 mmol), 1,10-phenanthroline (0.409 g, 2.27 mmol), CuI (0.216 g, 1.13 mmol) and anhydrous 1,4-dioxane (40 mL) was degassed with argon for about 40 min while stirring. The stirring reaction mixture was then maintained under argon at about 120° C. for about 40 h. Upon completion, the reaction was cooled to RT and poured over CH2Cl2 (300 mL). The organics were then washed with sat. NaHCO3, H2O and brine, dried over MgSO4, filter and concentrated in vacuo. Purification of the crude product via flash chromatography (SiO2, 4:1 dichloromethane-hexanes) and subsequent recrystallization from hexanes afforded compound 11 (1.86 g, 30% yield) as colorless fibers.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09328086B2 |
|---|
| 출처 데이터셋 | uspto-grants-2016_05 |
|---|
| ORD ID | ord-3c0af32c96b544d6aa712ca19029fe13 |
|---|
| 출처 메모 | uspto-grants-2016_05 |
|---|
