반응식
[NH:1]1[CH:5]=[C:4]([B:6]2[O:14][C:11]([CH3:13])([CH3:12])[C:8]([CH3:10])([CH3:9])[O:7]2)[CH:3]=[N:2]1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].Cl[CH2:26][CH:27]([OH:31])[CH2:28][O:29][CH3:30].C(N(CC)CC)C>C1COCC1.CCOC(C)=O.O>[CH3:30][O:29][CH2:28][CH:27]([OH:31])[CH2:26][N:2]1[CH:3]=[C:4]([B:6]2[O:7][C:8]([CH3:9])([CH3:10])[C:11]([CH3:13])([CH3:12])[O:14]2)[CH:5]=[N:1]1참가 물질
반응물 4
생성물 1
시약·촉매·용매 3
반응 조건
- 온도
- 90 °C
실험 절차
To a stirred solution of pyrazole-4-boronic acid pinacol ester (0.25 g, 1.29 mmol) in THF (5 mL) was added a solution of sodium bis(trimethylsilyl)amide (0.71 mL, 2M in THF, 1.42 mmol), followed by 1-chloro-3-methoxy-2-propanol (0.24 g, 2.58 mmol). The reaction mixture was stirred in a sealed vial at 90° C. for 6 days. Additional 1-chloro-3-methoxy-2-propanol (0.24 g, 2.58 mmol) was added, followed by triethylamine (0.35 mL, 2.60 mmol). The reaction mixture was stirred at 90° C. for 3 days, then cooled to r.t. Water (2 mL) and EtOAc (5 mL) were added. The organic fraction was separated, washed with H2O (2×2 mL), then brine (2 mL), dried (MgSO4), filtered and concentrated in vacuo to give the title compound (0.38 g, 96%) as an orange oil that was used without further purification. LCMS (ES+) 283.0 (M+H)+, RT 2.52 minutes (Method 1).
후처리
- stirringThe reaction mixture was stirred at 90° C. for 3 days
- temperaturecooled to r.t
- customThe organic fraction was separated
- washwashed with H2O (2×2 mL)
- dry with materialbrine (2 mL), dried (MgSO4)
- filtrationfiltered
- concentrationconcentrated in vacuo
출처 및 근거
- ORD 기록
- ord-b76aba3f0f6c454f952c67a76d05f755
- 출처 데이터셋
- uspto-grants-2012_08
- 특허 번호
- US08242116B2
연결된 노트
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