Sodium Iodide → 3-Carboethoxy-2,6-dimethyl-8-(2-ethyl-4-fluoro-6-methylbenzylamino)imidazo[1,2-a]pyridine

HRID 1386098ノート

反応式

HRID 1386098 の反応式
[NH2:1][C:2]1[C:3]2[N:4]([C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:10]([CH3:12])[N:11]=2)[CH:5]=[C:6]([CH3:8])[CH:7]=1.[CH2:18]([C:20]1[CH:27]=[C:26]([F:28])[CH:25]=[C:24]([CH3:29])[C:21]=1[CH2:22]Br)[CH3:19].[C:30](=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C>[CH:16]([O:15][CH:27]([CH3:26])[CH3:20])([CH3:17])[CH3:30].[C:13]([C:9]1[N:4]2[CH:5]=[C:6]([CH3:8])[CH:7]=[C:2]([NH:1][CH2:22][C:21]3[C:24]([CH3:29])=[CH:25][C:26]([F:28])=[CH:27][C:20]=3[CH2:18][CH3:19])[C:3]2=[N:11][C:10]=1[CH3:12])([O:15][CH2:16][CH3:17])=[O:14]

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 21717327HCID 21717327、化合物HCID 226725728-Amino-3-carboethoxy-2,6-dimethylimidazo[1,2-a]pyridine

生成物 2

HCID 7914Diisopropyl EtherHCID 217173533-Carboethoxy-2,6-dimethyl-8-(2-ethyl-4-fluoro-6-methylbenzylamino)imidazo[1,2-a]pyridine収率 35%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A stirred mixture of (0.7 g, 3.0 mmol) 8-amino-3-carboethoxy-2,6-dimethylimidazo[1,2-a]pyridine, (0.8 g, 3.5 mmol) 2-ethyl-4-fluoro-6-methylbenzylbromide, (0.7 g, 4.8 mmol) potassium carbonate and (0.1 g) sodium iodide in 15 ml acetonitrile was refluxed over night. After evaporation of the solvent under reduced pressure the residue was dissolved in dichloromethane and washed with water, the organic layer was separated dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel, eluent petroleum ether (40-60):isopropyl ether 7:3 to give 0.4 g, (35%) of the title compound.

後処理

  1. temperaturewas refluxed over night
  2. customAfter evaporation of the solvent under reduced pressure the residue
  3. dissolutionwas dissolved in dichloromethane
  4. washwashed with water
  5. customthe organic layer was separated
  6. dry with materialdried over sodium sulfate
  7. customevaporated under reduced pressure
  8. customThe residue was purified by column chromatography on silica gel, eluent petroleum ether (40-60)

出典と根拠

ORDレコード
ord-c2939ce61ffc4a2dad02096fcc0430c1
出典データセット
uspto-grants-2001_07
特許番号
US06265415B1

反応ノート

読み込み中…