Cesium carbonate → 1-(4-Fluorophenyl)-6-chloro-5-methoxy-1H-indazole

HRID 1098881ノート

反応式

HRID 1098881 の反応式
[Cl:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][C:5]([CH:6]=O)=[C:4](F)[CH:3]=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][NH2:21])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN1CCCC1>[F:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:4]3[C:5](=[CH:8][C:9]([O:10][CH3:11])=[C:2]([Cl:1])[CH:3]=3)[CH:6]=[N:21]2)=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 69982(4-Fluorophenyl)hydrazineHCID 149282684-Chloro-2-fluoro-5-methoxybenzaldehyde

生成物 1

HCID 593398871-(4-Fluorophenyl)-6-chloro-5-methoxy-1H-indazole

試薬・触媒・溶媒 1

HCID 84541-Methylpyrrolidine溶媒

反応条件

温度
150 °C

実験手順

4-Chloro-2-fluoro-5-methoxy benzaldehyde (204 mg, 1.1 mmol) and 4-fluorophenylhydrazine (176 mg, 1.1 mmol) were dissolved in N-methylpyrrolidine (5 mL). After addition of cesium carbonate (1.15 g, 3.3 mmol) the mixture was heated in a microwave reactor (CEM Discovery, 150 Watt) to 150° C. for 20 min. After dilution with DCM the mixture was washed with sat. NaHCO3, brine and the organic phase was evaporated. After purification of the crude by flash chromatography on silica gel 253 mg (84%) of the subtitle compound were obtained.

後処理

  1. washAfter dilution with DCM the mixture was washed with sat. NaHCO3, brine
  2. customthe organic phase was evaporated
  3. customAfter purification of the crude by flash chromatography on silica gel 253 mg (84%) of the subtitle compound
  4. customwere obtained

出典と根拠

ORDレコード
ord-8a23e4dc89754506960f2ee71ed06f7d
出典データセット
uspto-grants-2012_03
特許番号
US08143290B2

反応ノート

読み込み中…