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

HRID 16841노트

반응식

HRID 16841 반응식
[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

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 146641862,2-DimethylpiperazineHCID 178489757HCID 178489757, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-80159ea16d894eb3bc0b00d7a7b8481e
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737149B2

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