1-{[(3-Nitroquinolin-4-yl)amino]methyl}cyclopropanol → 1-{[(3-Aminoquinolin-4-yl)amino]methyl}cyclopropanol 1-{[(3-nitroquinolin-yl)amino]methyl}cyclopropanol

HRID 547327ノート

反応式

HRID 547327 の反応式
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][C:16]1([OH:19])[CH2:18][CH2:17]1)=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-:3])=[O:2]>[Pt].C(OCC)(=O)C.CO>[N+:1]([C:4]1[C:5]([NH:14][CH2:15][C:16]2([OH:19])[CH2:18][CH2:17]2)=[N:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-:3])=[O:2].[NH2:1][C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][C:16]1([OH:19])[CH2:18][CH2:17]1)=[CH:11][CH:10]=[CH:9][CH:8]=2

参加物

5

反応物 1

HCID 574554091-{[(3-Nitroquinolin-4-yl)amino]methyl}cyclopropanol

生成物 1

HCID 672039411-{[(3-Aminoquinolin-4-yl)amino]methyl}cyclopropanol 1-{[(3-nitroquinolin-yl)amino]methyl}cyclopropanol

試薬・触媒・溶媒 3

HCID 23939Platinum触媒HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 1-{[(3-nitroquinolin-4-yl)amino]methyl}cyclopropanol (3.50 g, 13.5 mmol) and 5% platinum on carbon (350 mg) in ethyl acetate (70 mL) and methanol (7 mL) was hydrogenated under 35 psi (2.4×105 Pa) on a Parr apparatus for 3 hours. The mixture was filtered through CELITE filter agent, which was rinsed with ethyl acetate. The filtrate was concentrated under reduced pressure to yield 1-{[(3-aminoquinolin-4-yl)amino]methyl}cyclopropanol 1-{[(3-nitroquinolin-yl)amino]methyl}cyclopropanol an orange oil that was used immediately in the next step.

後処理

  1. filtrationThe mixture was filtered through CELITE
  2. filtrationfilter agent, which
  3. washwas rinsed with ethyl acetate
  4. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-5a01477051704c2e8c0bc83926f814e1
出典データセット
uspto-grants-2011_05
特許番号
US07939526B2

反応ノート

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