Methoxyisopropylamine → 7-(3,5-Dimethylisoxazol-4-yl)-6-methoxy-N-(1-methoxypropan-2-yl)-3-nitroquinolin-4-amine

HRID 2178582

반응식

HRID 2178582 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:14]3[C:15]([CH3:20])=[N:16][O:17][C:18]=3[CH3:19])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:21]([O-:23])=[O:22].[CH3:24][O:25][CH2:26][CH:27]([NH2:29])[CH3:28]>O1CCOCC1>[CH3:20][C:15]1[C:14]([C:8]2[CH:7]=[C:6]3[C:11]([C:2]([NH:29][CH:27]([CH3:28])[CH2:26][O:25][CH3:24])=[C:3]([N+:21]([O-:23])=[O:22])[CH:4]=[N:5]3)=[CH:10][C:9]=2[O:12][CH3:13])=[C:18]([CH3:19])[O:17][N:16]=1

참가 물질

4

반응물 2

HCID 123458MethoxyisopropylamineHCID 574655804-(4-Chloro-6-methoxy-3-nitroquinolin-7-yl)-3,5-dimethylisoxazole

생성물 1

HCID 709805047-(3,5-Dimethylisoxazol-4-yl)-6-methoxy-N-(1-methoxypropan-2-yl)-3-nitroquinolin-4-amine수율 111.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
70 °C

실험 절차

To a solution of 4-(4-chloro-6-methoxy-3-nitroquinolin-7-yl)-3,5-dimethylisoxazole (Manchester Organics) (20 g, 59.9 mmol) in 1,4-dioxane (200 ml) was added 1-methoxypropan-2-amine (31.6 ml, 300 mmol) and the reaction mixture heated at 70° C. for 1.5 h. The solvent was removed under reduced pressure and the resulting solid partitioned between ethyl acetate (3×750 ml) and water (750 ml). The organic layers were combined, dried (hydrophobic frit) and evaporated under reduced pressure to give 7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-N-(1-methoxypropan-2-yl)-3-nitroq uinolin-4-amine (25.8 g), which was used without further purification in the subsequent step.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe resulting solid partitioned between ethyl acetate (3×750 ml) and water (750 ml)
  3. customdried (hydrophobic frit)
  4. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-aecf6af5387a40b59c6c8c01234ba708
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09067936B2

연결된 노트

불러오는 중…