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

HRID 475161ノート

反応式

HRID 475161 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-7cd624c9808944f895df6a8821c90150
出典データセット
uspto-grants-2014_01
特許番号
US08637537B2

反応ノート

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