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

HRID 914972

반응식

HRID 914972 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-c6be2016b6194acba03768c126480de2
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265122B2

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