Triethylamine → 8-Amino-2,3,6-trimethylimidazo[1,2-a]pyridine

HRID 1006687ノート

反応式

HRID 1006687 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([CH3:9])=[CH:4][N:3]=1.Br[CH:11]([CH3:15])[C:12](=O)[CH3:13].C(N(CC)CC)C>C(O)C>[NH2:8][C:7]1[C:2]2[N:3]([C:11]([CH3:15])=[C:12]([CH3:13])[N:1]=2)[CH:4]=[C:5]([CH3:9])[CH:6]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 131422-Butanone, 3-bromo-2 回HCID 107018255-Methylpyridine-2,3-diamine

生成物 1

HCID 226726328-Amino-2,3,6-trimethylimidazo[1,2-a]pyridine収率 37.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 2,3-diamino-5-methylpyridine (2.0 g, 16 mmol) in ethanol (100 ml) was added 3-bromo-2-butanon (2.4 g, 16 mmol). The reaction mixture was refluxed for 16 h. An additional amount of 3-bromo-2-butanon (1.0 g 6.7 mmol) and triethylamine (1.0 g, 9.9 mmol) were added and the mixture was refluxed for 2 h. The ethanol was evaporated under reduced pressure and the residue was treated with methylene chloride and a solution of bicarbonate. The organic layer was separated, dried over sodium sulfate and evaporated under reduced pressure. The oily residue was purified by column chromatography on silica gel, using methanol:methylene chloride (1:20) as eluent to give the desired product (1.05 g, 37%).

後処理

  1. temperatureThe reaction mixture was refluxed for 16 h
  2. temperaturethe mixture was refluxed for 2 h
  3. customThe ethanol was evaporated under reduced pressure
  4. additionthe residue was treated with methylene chloride
  5. customThe organic layer was separated
  6. dry with materialdried over sodium sulfate
  7. customevaporated under reduced pressure
  8. customThe oily residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-442f8ac8fc574ddea2a5d56f1b350dfb
出典データセット
uspto-grants-2004_09
特許番号
US06790960B2

反応ノート

読み込み中…