Triethylamine → 4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, methyl ester

HRID 6811

反応式

HRID 6811 の反応式
I[C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].C/[C:10](/[C:16]([O-:18])=[O:17])=[C:11](\C)/[C:12]([O-:14])=O.[CH2:19](N(CC)CC)C>C([O-])(=O)C.C([O-])(=O)C.[Pd+2].C(#N)C>[O:14]=[C:12]1[CH:11]=[C:10]([C:16]([O:18][CH3:19])=[O:17])[C:2]2[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:4]1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 119952-IodoanilineHCID 5459894Dimethylmaleate

生成物 1

HCID 1816364-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, methyl ester

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 6342Acetonitrile溶媒

実験手順

In a heavy-walled PYREX tube was placed 2-iodoaniline (2.84 g, 13 mmol), dimethylmaleate (2.44 g, 17 mmol), triethylamine (1.4 mL, 10 mmol), palladium diacetate (31 mg, 0.14 mmol) and 6 mL acetonitrile. The tube was flushed with nitrogen and sealed. The sealed tube was heated at 100° for 3.5 h then cooled to r.t. The tube was opened and the resulting solids filtered and washed with acetonitrile. The solids were dissolved in chloroform and the solvent removed under vacuum to provide a solid.

後処理

  1. customThe tube was flushed with nitrogen
  2. customsealed
  3. temperatureThe sealed tube was heated at 100° for 3.5 h
  4. filtrationthe resulting solids filtered
  5. washwashed with acetonitrile
  6. dissolutionThe solids were dissolved in chloroform
  7. customthe solvent removed under vacuum
  8. customto provide a solid

出典と根拠

ORDレコード
ord-ce024ddd171d42738801fd911c4752bb
出典データセット
uspto-grants-2006_08
特許番号
US07084156B2

関連ノート

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