Glycol monoethyl ether → 6-Methoxy-4-(2-methylsulfanyl-phenylamino)-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrile

HRID 612214

反応式

HRID 612214 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:24]#[N:25].[CH3:26][S:27][C:28]1[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=1[NH2:30].Cl.N1C=CC=CC=1.C(OCCO)C>>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)[N:5]=[CH:4][C:3]([C:24]#[N:25])=[C:2]2[NH:30][C:29]1[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=1[S:27][CH3:26]

参加物

5

反応物 4

HCID 8076Glycol monoethyl etherHCID 763372-(Methylthio)anilineHCID 10176127Pyridinium chlorideHCID 224666014-Chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline-3-carbonitrile

生成物 1

HCID 224666226-Methoxy-4-(2-methylsulfanyl-phenylamino)-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrile

実験手順

The method of Example 312 was used as well as 0.3 g of 4-chloro-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrile, 0.14 ml of 2-(methyl mercapto) aniline, 0.1 g of pyridine hydrochloride and 4.0 ml of 2-ethoxy ethanol. This afforded an oil which was purified by silica gel flash chromatography [methylene chloride/methanol (96:4) ] to give 0.16 g of the title compound as an off white solid, mp 179-180 C; mass spectrum (ES, m/e):M+H465.

後処理

  1. customThis afforded an oil which
  2. customwas purified by silica gel flash chromatography [methylene chloride/methanol (96:4) ]

出典と根拠

ORDレコード
ord-f897d461ead4433187de97b977115254
出典データセット
uspto-grants-1999_12
特許番号
US06002008

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