Cesium carbonate → 1-(4-Fluorophenyl)-5-methoxy-1H-indazole

HRID 13171

反応式

HRID 13171 の反応式
F[CH2:2][O:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1C=O.Cl.[F:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][NH2:21])=[CH:16][CH:15]=1.[C:22](=O)([O-])[O-].[Cs+].[Cs+]>CN1C(=O)CCC1.ClCCl>[F:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:9]3[C:10](=[CH:11][C:4]([O:3][CH3:2])=[CH:5][CH:8]=3)[CH:22]=[N:21]2)=[CH:16][CH:15]=1

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 699814-Fluorophenylhydrazine hydrochlorideHCID 200615072-(Fluoromethoxy)benzaldehyde

生成物 1

HCID 593396221-(4-Fluorophenyl)-5-methoxy-1H-indazole

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
150 °C

実験手順

A mixture of 2-fluoromethoxybenzaldehyde (2.1 mmol, 320 mg), 4-fluorophenylhydrazine hydrochloride (2.1 mmol, 340 mg) and cesium carbonate (3 mmol, 2.0 g) in NMP (6 ml) was heated in a microwave reactor (300 W, 20 min, 150° C.). After cooling to r.t. the reaction mixture was diluted with dichloromethane (20 ml) and washed with 1M HCl, and sat. NaHCO3. The organic layer was dried over Na2SO4, concentrated, and purified by flash chromatography on silica gel (heptane-ethyl acetate).

後処理

  1. temperatureAfter cooling to r.t. the reaction mixture
  2. washwashed with 1M HCl, and sat. NaHCO3
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated
  5. custompurified by flash chromatography on silica gel (heptane-ethyl acetate)

出典と根拠

ORDレコード
ord-c8e87cd6e7c044e2b1f536b44b2227db
出典データセット
uspto-grants-2010_06
特許番号
US07728030B2

関連ノート

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