(7-Benzyloxy-3-nitroquinolin-4-yl)-(2-phenoxyethyl)amine → 6-benzyloxy-N4-[5-(methylthio)pentyl]quinoline-3,4-diamine

HRID 2383145ノート

反応式

HRID 2383145 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[CH:14][C:13]([N+:19]([O-])=O)=[C:12]2[NH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][S:28][CH3:29])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC1C=C2C(C(NCCOC3C=CC=CC=3)=C([N+]([O-])=O)C=N2)=CC=1)C1C=CC=CC=1>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[CH:14][C:13]([NH2:19])=[C:12]2[NH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][S:28][CH3:29])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

3

反応物 2

HCID 67050949(7-Benzyloxy-3-nitroquinolin-4-yl)-(2-phenoxyethyl)amineHCID 670510536-benzyloxy-N-[5-(methylthio)pentyl]-3-nitroquinolin-4-amine

生成物 1

HCID 670509646-benzyloxy-N4-[5-(methylthio)pentyl]quinoline-3,4-diamine

実験手順

A modification of the general method described in Part B of Example 46 was followed using 6-benzyloxy-N-[5-(methylthio)pentyl]-3-nitroquinolin-4-amine (5.1 g, 12 mmol) in lieu of (7-benzyloxy-3-nitro-quinolin-4-yl)-(2-phenoxyethyl)amine. The reaction was maintained under hydrogen pressure (49 psi, 3.4×105 Pa) for three hours. The reaction mixture was filtered through a layer of CELITE filter aid, and the filter cake was washed with methanol (100 mL) and chloroform (50 mL). The filtrate was concentrated under reduced pressure to provide 6-benzyloxy-N4-[5-(methylthio)pentyl]quinoline-3,4-diamine as a yellow oil, which was used without purification.

後処理

  1. temperatureThe reaction was maintained under hydrogen pressure (49 psi, 3.4×105 Pa) for three hours
  2. filtrationThe reaction mixture was filtered through a layer of CELITE
  3. filtrationfilter aid
  4. washthe filter cake was washed with methanol (100 mL) and chloroform (50 mL)
  5. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-b29e1d09064d43d3b3543c74f0f4ee58
出典データセット
uspto-grants-2012_09
特許番号
US08263594B2

反応ノート

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