5-Amino-2-methylphenol → 7-Ethoxy-4-[(3-hydroxy-4-methylphenyl)amino]-6-methoxy-3-quinolinecarbonitrile

HRID 612113

反応式

HRID 612113 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH3:16])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:17]#[N:18].[OH:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[CH3:27])[NH2:23]>C(O)C>[CH2:15]([O:14][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:23][C:22]3[CH:24]=[CH:25][C:26]([CH3:27])=[C:20]([OH:19])[CH:21]=3)=[C:3]([C:17]#[N:18])[CH:4]=[N:5]2)=[CH:10][C:9]=1[O:12][CH3:13])[CH3:16]

参加物

4

反応物 2

HCID 178185-Amino-2-methylphenolHCID 105634734-Chloro-7-ethoxy-6-methoxy-3-quinolinecarbonitrile

生成物 1

HCID 224667527-Ethoxy-4-[(3-hydroxy-4-methylphenyl)amino]-6-methoxy-3-quinolinecarbonitrile収率 54.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 500 mg (1.90 mmol) 4chloro-7ethoxy-6-methoxy-3-quinolinecarbonitrile, 30 ml ethanol, and 281 mg (2.28 mmol) 3-hydroxy-4-methylaniline was heated to reflux under N2 overnight. Removed heat and made basic with saturated sodium bicarbonate. Stripped solvents and slurried residue in hexane. Collected solids, washed with water, and dried in vacuo, giving 364 mg off-white solid: mass spectrum (electrospray m/e): M+H=349.9.

後処理

  1. temperaturewas heated
  2. temperatureto reflux under N2 overnight
  3. customRemoved
  4. temperatureheat
  5. customCollected solids
  6. washwashed with water
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-2257594767904b8c8d0de3e04236adb3
出典データセット
uspto-grants-1999_12
特許番号
US06002008

関連ノート

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