Sodium Carbonate → {3-[2-(4-Benzenesulfonylpiperazin-1-yl)ethoxy]phenyl}-(2-methylquinolin-4-yl)amine

HRID 914972

反応式

HRID 914972 の反応式
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([NH:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=[C:14]([CH3:22])[CH:13]=2)[CH:8]=[CH:9][CH:10]=1.C(=O)([O-])[O-].[Na+].[Na+].[C:29]1([S:35]([N:38]2[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)(=[O:37])=[O:36])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CN(C=O)C>[C:29]1([S:35]([N:38]2[CH2:43][CH2:42][N:41]([CH2:2][CH2:3][O:4][C:5]3[CH:6]=[C:7]([NH:11][C:12]4[C:21]5[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=5)[N:15]=[C:14]([CH3:22])[CH:13]=4)[CH:8]=[CH:9][CH:10]=3)[CH2:40][CH2:39]2)(=[O:37])=[O:36])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 8087121-(Benzenesulfonyl)piperazineHCID 58958224[3-(2-Chloroethoxy)phenyl]-(2-methylquinolin-4-yl)amine

生成物 1

HCID 58958056{3-[2-(4-Benzenesulfonylpiperazin-1-yl)ethoxy]phenyl}-(2-methylquinolin-4-yl)amine収率 6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

To a solution of 21 (250 mg, 0.67 mmol) in DMF (5 mL) were sequentially added sodium carbonate (149 mg, 1.41 mmol). and 22 (183 mg, 0.808 mmol). The reaction was placed under a N2 atmosphere and heated at 90° C. for 16 hours. After cooling to room temperature, the reaction mixture was extracted with ethyl acetate and washed with water and brine. The ethyl acetate extracts were dried over anhydrous magnesium sulfate and evaporated. The residue was purified via reversed phase HPLC to yield the title compound as a pale yellow solid (20 mg, 6%).

後処理

  1. temperatureAfter cooling to room temperature
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialThe ethyl acetate extracts were dried over anhydrous magnesium sulfate
  5. customevaporated
  6. customThe residue was purified via reversed phase HPLC

出典と根拠

ORDレコード
ord-c6be2016b6194acba03768c126480de2
出典データセット
uspto-grants-2007_09
特許番号
US07265122B2

関連ノート

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