참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Tetrahydrofuran | HCID 8028 | — |
| 반응물 | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| 반응물 | 5-Bromopyridine-3-boronic acid | HCID 3814811 | — |
| 반응물 | Cyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)- | HCID 12228412 | — |
| 반응물 | 3-Iodooxetane | HCID 13356686 | — |
| 촉매 | Nickel(II) iodide | HCID 26038 | — |
| 용매 | Isopropanol | HCID 3776 | — |
| 생성물 | 3-Bromo-5-(oxetan-3-YL)pyridine | HCID 72698754 | 476.7% |
반응 단계
A mixture of (5-bromopyridin-3-yl)boronic acid (330 mg, 1.6 mmol), nickel(II) iodide (15 mg, 0.049 mmol), trans-2-amino-cyclohexanol hydrochloride (7 mg, 0.049 mmol) and sodium bis(trimethylsilyl)amide solution in THF (1M; 1.6 mL, 1.6 mmol) in 2-propanol (2 mL) is stirred under Ar for 10 min. 3-Iodo-oxetane (150 mg, 0.82 mmol) is added and the mixture is heated at 80° C. for 90 min. After cooling to room temperature, the mixture is filtered through diatomaceous earth, rinsing thoroughly with EtOH. The filtrate is concentrated to give crude product. Purification by flash column chromatography affords 50 mg of 3-bromo-5-oxetan-3-yl-pyridine.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09181272B2 |
|---|
| 출처 데이터셋 | uspto-grants-2015_11 |
|---|
| ORD ID | ord-bfb89af1a6c44c53a905cb7349fb853d |
|---|
| 출처 메모 | uspto-grants-2015_11 |
|---|
