3-Bromoaniline → 4-(3-Bromophenylamino)-7-ethoxy-6-methoxyquinoline-3-carbonitrile

HRID 612112

反応式

HRID 612112 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].[Br:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)[NH2:23]>C(O)C>[Br:19][C:20]1[CH:21]=[C:22]([NH:23][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH2:15][CH3:16])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:17]#[N:18])[CH:24]=[CH:25][CH:26]=1

参加物

4

反応物 2

HCID 115623-BromoanilineHCID 105634734-Chloro-7-ethoxy-6-methoxy-3-quinolinecarbonitrile

生成物 1

HCID 53288744-(3-Bromophenylamino)-7-ethoxy-6-methoxyquinoline-3-carbonitrile収率 73.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A mixture of 500 mg (1.90 mmol) 4-chloro-7-ethoxy-6-methoxy-3-quinolinecarbonitrile, 20 ml ethanol, and 250 μl (2.28 mmol) 3-bromoaniline was heated to reflux under N2. At 3 hours, added 103 μl (0.95 mmol) and 10 ml ethanol and refluxed overnight. Removed heat and made basic with saturated sodium bicarbonate. Stripped solvent, slurried residue with hexane, collected solids, and dried. Washed with water and dried in vacuo, giving 554 mg of tan solid: mass spectrum (electrospray m/e): M+H=398, 399.8.

後処理

  1. temperaturewas heated
  2. temperatureto reflux under N2
  3. temperaturerefluxed overnight
  4. customRemoved
  5. temperatureheat
  6. customcollected solids
  7. customdried
  8. washWashed with water
  9. customdried in vacuo

出典と根拠

ORDレコード
ord-445d6e17b0a3450b802fea143c3c082f
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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