Cesium carbonate → 1-[6-Fluoro-4-(oxetan-3-yl)-2-pyridyl]-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine

HRID 57970

반응식

HRID 57970 반응식
[CH3:1][C:2]1[N:7]=[C:6]([C:8]2[N:13]=[CH:12][C:11]3[CH:14]=[N:15][NH:16][C:10]=3[CH:9]=2)[CH:5]=[N:4][CH:3]=1.[F:17][C:18]1[CH:23]=[C:22]([CH:24]2[CH2:27][O:26][CH2:25]2)[CH:21]=[C:20](F)[N:19]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[F:17][C:18]1[N:19]=[C:20]([N:16]2[C:10]3[CH:9]=[C:8]([C:6]4[CH:5]=[N:4][CH:3]=[C:2]([CH3:1])[N:7]=4)[N:13]=[CH:12][C:11]=3[CH:14]=[N:15]2)[CH:21]=[C:22]([CH:24]2[CH2:27][O:26][CH2:25]2)[CH:23]=1

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 867070806-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridineHCID 867071522,6-Difluoro-4-(oxetan-3-yl)pyridine

생성물 1

HCID 867071531-[6-Fluoro-4-(oxetan-3-yl)-2-pyridyl]-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine수율 37.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine (0.468 mmol; 98.9 mg) and 2,6-difluoro-4-(oxetan-3-yl)pyridine (0.468 mmol; 80.1 mg) in DMF (5 mL) was added Cesium carbonate (0.562 mmol; 183 mg). The resulting mixture was stirred at room temperature. The mixture was filtered. The filtrate was partitioned between EtOAc and water. The organic layer was concentrated. The residue was purified on silica eluted with 0 to 6% MeOH in DCM to afford 1-[6-fluoro-4-(oxetan-3-yl)-2-pyridyl]-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine as a white solid (63.2 mg, 31%).

후처리

  1. filtrationThe mixture was filtered
  2. customThe filtrate was partitioned between EtOAc and water
  3. concentrationThe organic layer was concentrated
  4. customThe residue was purified on silica
  5. washeluted with 0 to 6% MeOH in DCM

출처 및 근거

ORD 기록
ord-06e3421f661e4e9c99726d3e1ba1be4a
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434725B2

연결된 노트

불러오는 중…