Diisopropylethylamine → 6-[3-[4-(Diphenylmethoxy)piperidino]propylamino]-2-phenyl[1,2,4]triazolo[1,5-b]pyridazine

HRID 1067507ノート

反応式

HRID 1067507 の反応式
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:10]=2)[N:7]=1.[C:17]1([CH:23]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[O:24][CH:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33][NH2:34])[CH2:27][CH2:26]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(N(C(C)C)C(C)C)C.C(=O)([O-])O.[Na+]>C(O)CCC>[C:35]1([CH:23]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[O:24][CH:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33][NH:34][C:2]3[CH:3]=[CH:4][C:5]4[N:6]([N:8]=[C:9]([C:11]5[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=5)[N:10]=4)[N:7]=3)[CH2:27][CH2:26]2)[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 14591196-Chloro-2-phenyl-[1,2,4]triazolo[1,5-b]pyridazineHCID 109693934-(Diphenylmethoxy)-1-piperidinepropaneamine

生成物 1

HCID 229893166-[3-[4-(Diphenylmethoxy)piperidino]propylamino]-2-phenyl[1,2,4]triazolo[1,5-b]pyridazine収率 37.6%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

365 mg of 6-chloro-2-phenyl[1,2,4]triazolo[1,5-b]pyridazine and 0.513 g of 4-(diphenylmethoxy)-1-piperidinepropanamine were suspended in 8 ml of n-butanol; 0.54 ml of N-ethyldiisopropylamine was added, followed by heating and refluxing for 19 hours. Ice water and sodium hydrogen carbonate were added, followed by extraction with ethyl acetate; the extract was washed with saturated saline and dried with magnesium sulfate. After the dry product was concentrated under reduced pressure, the residue was subjected to silica gel column chromatography and eluted with ethyl acetate:methanol:triethylamine (50:5:1). The desired fraction was collected and concentrated; the resulting crystal was recrystallized from ethyl acetate to yield 308 mg of the title compound.

後処理

  1. temperatureby heating
  2. temperaturerefluxing for 19 hours
  3. extractionfollowed by extraction with ethyl acetate
  4. washthe extract was washed with saturated saline
  5. dry with materialdried with magnesium sulfate
  6. concentrationAfter the dry product was concentrated under reduced pressure
  7. washeluted with ethyl acetate:methanol:triethylamine (50:5:1)
  8. customThe desired fraction was collected
  9. concentrationconcentrated
  10. customthe resulting crystal was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-ec04b926feb6457a8a5a96f8ed20372b
出典データセット
uspto-grants-2001_06
特許番号
US06248740B1

反応ノート

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