Sodium hydride → HCID 69058159、化合物

HRID 1817499ノート

反応式

HRID 1817499 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]([C:11]2[C:19]3[C:14](=[C:15]([C:20]([F:23])([F:22])[F:21])[CH:16]=[CH:17][CH:18]=3)[NH:13][N:12]=2)=[O:10])[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].I[CH2:27][CH2:28][CH3:29]>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]([C:11]2[C:19]3[C:14](=[C:15]([C:20]([F:23])([F:21])[F:22])[CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:27][CH2:28][CH3:29])[N:12]=2)=[O:10])[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 336431-IodopropaneHCID 178490436HCID 178490436、化合物

生成物 1

HCID 69058159HCID 69058159、化合物収率 85.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

To a solution of [3-(methoxy)phenyl](7-trifluoromethyl-1H-indazol-3-yl)methanone (0.27 g, 0.85 mmol) in 5 mL DMF was added in one portion sodium hydride (0.034 g, 0.85 mmol, 60% in oil). After the gas evolution ceased, 1-iodopropane (0.097 mL, 1.0 mmol) was added and the reaction was stirred at ambient to 50° C. for 24 hours. The cool reaction mixture was partitioned with EtOAc and 1 N HCl. The organic phase was washed with brine and dried (Na2SO4). Removal of the solvent in vacuo afforded the crude product which was purified by flash chromatography (silica gel, hexane/EtOAC, 9:1) to give the title compound (0.262 g) as an oil. MS (ESI) m/z 363 ([M+H]+);

後処理

  1. customThe cool reaction mixture
  2. customwas partitioned with EtOAc and 1 N HCl
  3. washThe organic phase was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customRemoval of the solvent in vacuo
  6. customafforded the crude product which
  7. customwas purified by flash chromatography (silica gel, hexane/EtOAC, 9:1)

出典と根拠

ORDレコード
ord-4924126e79414da4ac9fa023459c58ae
出典データセット
uspto-grants-2009_10
特許番号
US07598286B2

反応ノート

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