Triethylamine → 3-Formyl-8-(2-(trans)-hydroxy-2,3-dihydro-1-indenyloxy)-2-methyl-imidazo[1,2-a]pyridine

HRID 1195729ノート

反応式

HRID 1195729 の反応式
[CH:1]([C:3]1[N:7]2[CH:8]=[CH:9][CH:10]=[C:11]([OH:12])[C:6]2=[N:5][C:4]=1[CH3:13])=[O:2].C(N([CH2:19][CH3:20])CC)C>CO.O>[CH:1]([C:3]1[N:7]2[CH:8]=[CH:9][CH:10]=[C:11]([O:12][C@@H:10]3[C:19]4[C:20](=[CH:1][CH:3]=[CH:4][CH:13]=4)[CH2:6][C@H:11]3[OH:12])[C:6]2=[N:5][C:4]=1[CH3:13])=[O:2]

参加物

4

反応物 2

HCID 8471TriethylamineHCID 232941873-Formyl-8-hydroxy-2-methylimidazo[1,2-a]pyridine

生成物 1

HCID 228438253-Formyl-8-(2-(trans)-hydroxy-2,3-dihydro-1-indenyloxy)-2-methyl-imidazo[1,2-a]pyridine

試薬・触媒・溶媒 1

HCID 22242641Methanol--water (1/1)溶媒

実験手順

12 g (68 mmol) of 3-formyl-8-hydroxy-2-methyl-imidazo[1,2-a]pyridine, 18 g (136 mmol) of 1,2-indenoxide and 9,6 ml (68 mmol) of triethylamine are stirred in 95 ml methanol/water (4:1) for 14 hours at 40° C. The mixture is evaporated at 50° C. in the rotary evaporator, mixed with 200 ml icewater, rendered alkaline with sodium hydroxide solution (approximately pH 13), and the precipitate is filtered off. The filtrate is shaken out with dichloromethane and the organic phase made up to 250 ml with dichloromethane, combined with the precipitate, dried with magnesium sulfate and purified with active charcoal. 250 ml of toluene is added, dichloromethane is distilled off, the mixture is purified at the boiling point with bleaching earth (e.g. Tonsil®), evaporated to half its volume and allowed to crystallize in the refrigerator. The yield of the titel compound m.p. 200°-202° C. is 17.6 g (84%).

後処理

  1. customThe mixture is evaporated at 50° C. in the rotary evaporator
  2. additionmixed with 200 ml icewater
  3. filtrationis filtered off
  4. dry with materialdried with magnesium sulfate
  5. custompurified with active charcoal
  6. addition250 ml of toluene is added
  7. distillationdichloromethane is distilled off
  8. customthe mixture is purified at the boiling point with bleaching earth (e.g. Tonsil®)
  9. customevaporated to half its volume
  10. customto crystallize in the refrigerator

出典と根拠

ORDレコード
ord-401bd105063e4879a1a972bc10b5ee89
出典データセット
uspto-grants-1992_05
特許番号
US05112834

反応ノート

読み込み中…