Water → 1-[2-(Trifluorometyl)phenyl]-3-(1-methyl-4-piperidinyl)-1H-indazole

HRID 867695

反応式

HRID 867695 の反応式
[H-].[Na+].[CH3:3][N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][N:11]=2)[CH2:6][CH2:5]1.F[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]([F:29])([F:28])[F:27].O>CN(C)C=O>[F:27][C:26]([F:29])([F:28])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[N:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10]([CH:7]2[CH2:6][CH2:5][N:4]([CH3:3])[CH2:9][CH2:8]2)=[N:11]1

参加物

6

反応物 4

HCID 962WaterHCID 9807Benzene, 1-fluoro-2-(trifluoromethyl)-HCID 24758Sodium hydrideHCID 178480237HCID 178480237、化合物

生成物 1

HCID 140325421-[2-(Trifluorometyl)phenyl]-3-(1-methyl-4-piperidinyl)-1H-indazole収率 24%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a stirred suspension 1.0 g of a 50% oil dispersion of sodium hydride in 20 ml of dimethylformamide was added, dropwise, 3.2 g of 3-(1-methyl-4-piperidinyl)-1H-indazole dissolved in 25 ml of hot dimethylformamide. After stirring for one hr at ambient temperature, 3.75 ml of 2-fluorobenzotrifluoride was added. The reaction mixture was heated to 90° C. and stirred for 17 hrs. The mixture was then poured into water, extracted with ether, dried over anhydrous magnesium sulfate and concentrated. The residue was purified using flash chromatography (silica gel, diethylamine-ethyl acetate, 1:9). The appropriate fractions were evaporated. The residue was recrystallized once from hexane, then combined with a previously prepared sample (1.1 g), and recrystallized from hexane to yield 2.17 g (24%) of product, mp 110°-111° C.

後処理

  1. temperatureThe reaction mixture was heated to 90° C.
  2. stirringstirred for 17 hrs
  3. extractionextracted with ether
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified
  7. customThe appropriate fractions were evaporated
  8. customThe residue was recrystallized once from hexane
  9. customrecrystallized from hexane

出典と根拠

ORDレコード
ord-e8705f9da10d40db9649ea31e7b58199
出典データセット
uspto-grants-1988_10
特許番号
US04775761

関連ノート

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