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8-Amino-3-butyryl-4-(2-methylphenylamino)quinoline → 1-[8-(3-Morpholin-4-yl-propylamino)-4-o-tolylamino-quinolin-3-yl]-butan-1-one

HRID 1090673
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인쇄 미리보기

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HRID 1090673 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([C:12](=[O:16])[CH2:13][CH2:14][CH3:15])=[C:7]2[NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH3:24].Cl.Cl[CH2:27][CH2:28][CH2:29][N:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>>[C:12]([C:8]1[CH:9]=[N:10][C:11]2[C:6]([C:7]=1[NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH3:24])=[CH:5][CH:4]=[CH:3][C:2]=2[NH:1][CH2:27][CH2:28][CH2:29][N:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1)(=[O:16])[CH2:13][CH2:14][CH3:15]
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참가 물질

3

반응물 2

HCID 102454028-Amino-3-butyryl-4-(2-methylphenylamino)quinolineHCID 122962834-(3-Chloropropyl)morpholinium chloride

생성물 1

HCID 104562441-[8-(3-Morpholin-4-yl-propylamino)-4-o-tolylamino-quinolin-3-yl]-butan-1-one수율 5%

실험 절차

8-Amino-3-butyryl-4-(2-methylphenylamino)quinoline (6.5 g, 0.02 moles) and 3-chloropropylmorpholine hydrochloride (5.0 g, 0.025 moles) were heated together in fusion (150° C) for 20 minutes. The product was partitioned between ethyl acetate and dil. ammonia solution. The organic layer was washed twice with sodium dihydrogen phosphate solution (pH5), dried, filtered and evaporated. Chromatography (silica gel/chloroform/30-0% hexane) and crystallization from hexane gave 3-butyryl-4-(2-methyl phenylamino)-8-(3-morpholinopropylamino)quinoline as orange crystals (0.45 g, 5%), m.p. 110°-11° C.

후처리

  1. customThe product was partitioned between ethyl acetate and dil. ammonia solution
  2. washThe organic layer was washed twice with sodium dihydrogen phosphate solution (pH5)
  3. customdried
  4. filtrationfiltered
  5. customevaporated
  6. customChromatography (silica gel/chloroform/30-0% hexane) and crystallization from hexane

출처 및 근거

ORD 기록
ord-7a3a73d4bcba494eb07851d9de45ccc4
출처 데이터셋
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05082841

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