Ammonia → 2-{[3-(Aminomethyl)-4-phenyl-2-propylquinolin-6-yl]oxy}acetamide

HRID 1986431노트

반응식

HRID 1986431 반응식
[C:1]([C:3]1[C:4]([CH2:24][CH2:25][CH3:26])=[N:5][C:6]2[C:11]([C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[CH:10][C:9]([O:19][CH2:20][C:21]([NH2:23])=[O:22])=[CH:8][CH:7]=2)#[N:2].N.CO>[Co].O1CCCC1>[NH2:2][CH2:1][C:3]1[C:4]([CH2:24][CH2:25][CH3:26])=[N:5][C:6]2[C:11]([C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[CH:10][C:9]([O:19][CH2:20][C:21]([NH2:23])=[O:22])=[CH:8][CH:7]=2

참가 물질

6

반응물 3

HCID 222AmmoniaHCID 887MethanolHCID 688308572-[(3-Cyano-4-phenyl-2-propylquinolin-6-yl)oxy]acetamide

생성물 1

HCID 688298542-{[3-(Aminomethyl)-4-phenyl-2-propylquinolin-6-yl]oxy}acetamide수율 62%

시약·촉매·용매 2

HCID 104730Cobalt촉매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 2-[(3-cyano-4-phenyl-2-propylquinolin-6-yl)oxy]acetamide (1.0 g, 2.9 mmol), Raney-cobalt (5 ml), 25% aqueous ammonia (5 ml), methanol (5 ml) and tetrahydrofuran (5 ml) was reacted under a hydrogen atmosphere at 0.5 MPa, 70° C. for 6 hrs. The reaction mixture was filtered, and water was added to the filtrate. The mixture was extracted with ethyl acetate and the extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give the title compound (0.62 g, yield 62%) as white crystals.

후처리

  1. customwas reacted under a hydrogen atmosphere at 0.5 MPa, 70° C. for 6 hrs
  2. filtrationThe reaction mixture was filtered
  3. additionwater was added to the filtrate
  4. extractionThe mixture was extracted with ethyl acetate
  5. washthe extract was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a3be134007e94bdb852f70bae3dfe9cf
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07547710B2

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