Potassium Carbonate → N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-(3,3-dimethylpiperazin-1-yl)benzamide

HRID 1911413ノート

反応式

HRID 1911413 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]2[CH:14]=[C:15]([NH:18][C:19](=[O:27])[C:20]3[CH:25]=[CH:24][C:23](F)=[CH:22][CH:21]=3)[NH:16][N:17]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[CH3:28][C:29]1([CH3:35])[CH2:34][NH:33][CH2:32][CH2:31][NH:30]1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]2[CH:14]=[C:15]([NH:18][C:19](=[O:27])[C:20]3[CH:25]=[CH:24][C:23]([N:33]4[CH2:32][CH2:31][NH:30][C:29]([CH3:35])([CH3:28])[CH2:34]4)=[CH:22][CH:21]=3)[NH:16][N:17]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 146641862,2-DimethylpiperazineHCID 178489757HCID 178489757、化合物

生成物 1

HCID 178489775N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-(3,3-dimethylpiperazin-1-yl)benzamide収率 4.8%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
120 °C

実験手順

N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-fluorobenzamide (0.1 g, 0.27 mmol) and 2,2-dimethylpiperazine (0.124 g, 1.04 mmol) were stirred at 60° C. for 20 mins. Potassium carbonate (0.033 ml, 0.54 mmol) and DMSO (1 ml) were added and the reaction stirred at 120° C. in a sealed tube for 16 days. The reaction mixture was cooled and evaporated. The crude product was purified by preparative HPLC, using decreasingly polar mixtures of water (containing 1% NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford the title compound (6.00 mg, 2.000%) as a colourless gum.

後処理

  1. temperatureThe reaction mixture was cooled
  2. customevaporated
  3. customThe crude product was purified by preparative HPLC
  4. additionFractions containing the desired compound
  5. customwere evaporated to dryness

出典と根拠

ORDレコード
ord-d211aa7aff944a17b6c1405b15990f42
出典データセット
uspto-grants-2013_12
特許番号
US08604022B2

反応ノート

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