6-Chloro-7-t-butyl[1,2,4]triazolo[1,5-b]pyridazine → 7-t-Butyl-6-[2-[4-(Diphenylmethoxy)piperidino]ethoxy][1,2,4]triazolo[1,5-b]pyridazine

HRID 1067497ノート

反応式

HRID 1067497 の反応式
[C:1]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][OH:17])[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(C)([O-])C.[Na+].[C:30]([C:34]1[C:39](Cl)=[N:38][N:37]2[N:41]=[CH:42][N:43]=[C:36]2[CH:35]=1)([CH3:33])([CH3:32])[CH3:31]>O1CCCC1>[C:30]([C:34]1[C:39]([O:17][CH2:16][CH2:15][N:12]2[CH2:13][CH2:14][CH:9]([O:8][CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:10][CH2:11]2)=[N:38][N:37]2[N:41]=[CH:42][N:43]=[C:36]2[CH:35]=1)([CH3:33])([CH3:31])[CH3:32]

参加物

5

反応物 3

HCID 229892436-Chloro-7-t-butyl[1,2,4]triazolo[1,5-b]pyridazineHCID 229894124-(Diphenylmethoxy)-1-piperidineethanolHCID 23676156Sodium t-butoxide

生成物 1

HCID 229894347-t-Butyl-6-[2-[4-(Diphenylmethoxy)piperidino]ethoxy][1,2,4]triazolo[1,5-b]pyridazine収率 32.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4-(Diphenylmethoxy)-1-piperidineethanol (740 mg) was dissolved in dried tetrahydrofurane (18 ml), followed by addition of sodium t-butoxide (251 mg). The mixture was refluxed under heating for 25 minutes. After the mixture was cooled, 7-tert-butyl-6-chloro[1,2,4]triazolo[1,5-b]pyridazine (501 mg) was added thereto. The mixture was refluxed under heating for 2 hours. After the mixture was cooled, ice-water was added thereto, followed by extraction with ethyl acetate. The extract was washed with an aqueous sodium chloride saturated solution, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica-gel column chromatography and eluted with ethyl acetate. Fractions containing the objective compound were collected and recrystalized from ethyl acetate to yield the title compound (380 mg).

後処理

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 25 minutes
  3. temperatureAfter the mixture was cooled
  4. temperatureThe mixture was refluxed
  5. temperatureunder heating for 2 hours
  6. temperatureAfter the mixture was cooled
  7. extractionfollowed by extraction with ethyl acetate
  8. washThe extract was washed with an aqueous sodium chloride saturated solution
  9. dry with materialdried over magnesium sulfate
  10. concentrationconcentrated under reduced pressure
  11. washeluted with ethyl acetate
  12. additionFractions containing the objective compound
  13. customwere collected
  14. customrecrystalized from ethyl acetate

出典と根拠

ORDレコード
ord-59408845d18946bda86acda436e98c92
出典データセット
uspto-grants-2001_06
特許番号
US06248740B1

反応ノート

読み込み中…