3,4-dihydro-2H-pyran → 4-bromo-6-methoxy-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

HRID 475161노트

반응식

HRID 475161 반응식
[Br:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2.[O:13]1[CH:18]=[CH:17][CH2:16][CH2:15][CH2:14]1>C1COCC1>[Br:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][N:6]2[CH:14]1[CH2:15][CH2:16][CH2:17][CH2:18][O:13]1

참가 물질

4

반응물 2

HCID 80803,4-dihydro-2H-pyranHCID 247283154-Bromo-6-methoxy-1H-indazole

생성물 1

HCID 712726524-bromo-6-methoxy-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole수율 111.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A round-bottom flask was charged with 4-bromo-6-methoxy-1H-indazole (1.00 g, 4.40 mmol), TsOH monohydrate (39 mg, 0.22 mmol), 3,4-dihydro-2H-pyran (1.48 g, 17.6 mmol), and THF (40 mL). The reaction mixture was degassed with nitrogen and refluxed for 18 h, and the solvent was then removed in vacuo. The residue was purified by SiO2 chromatography to afford 4-bromo-6-methoxy-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (1.53 g, quantitative) as a yellow solid. MS (ESI) m/z: 311.2 [M+1]+.

후처리

  1. customThe reaction mixture was degassed with nitrogen
  2. temperaturerefluxed for 18 h
  3. customthe solvent was then removed in vacuo
  4. customThe residue was purified by SiO2 chromatography

출처 및 근거

ORD 기록
ord-7cd624c9808944f895df6a8821c90150
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637537B2

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