Sodium Bicarbonate → 6-[5-[4-(Diphenylmethoxy)piperidino]pentylamino][1,2,4]triazolo[1,5-b]pyridazine

HRID 1169096ノート

反応式

HRID 1169096 の反応式
[C:1]1([CH:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH2:20])[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:28]1[CH:29]=[CH:30][C:31]2[N:32]([N:34]=[CH:35][N:36]=2)[N:33]=1.C(=O)(O)[O-].[Na+]>>[C:1]1([CH:7]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C:28]3[CH:29]=[CH:30][C:31]4[N:32]([N:34]=[CH:35][N:36]=4)[N:33]=3)[CH2:11][CH2:10]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

4

反応物 3

HCID 516892Sodium BicarbonateHCID 112406116-Chloro-(1,2,4)triazolo(1,5-b)pyridazineHCID 229893744-(Diphenylmethoxy)-1-piperidinepentanamine

生成物 1

HCID 229892706-[5-[4-(Diphenylmethoxy)piperidino]pentylamino][1,2,4]triazolo[1,5-b]pyridazine収率 66.9%

実験手順

0.705 g of 4-(diphenylmethoxy)-1-piperidinepentanamine and 0.309 g of 6-chloro[1,2,4]triazolo[1,5-b]pyridazine were stirred at 135-140° C. for 1.5 hours. After cooling, aqueous sodium bicarbonate was added, followed by extraction with ethyl acetate; the extract was washed with saline, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with ethyl acetate:methanol:triethylamine (95:5:1). The desired fraction was collected, recrystallized from ethyl ether and dried to yield 0.629 g of the title compound.

後処理

  1. temperatureAfter cooling
  2. extractionfollowed by extraction with ethyl acetate
  3. washthe extract was washed with saline
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. washeluted with ethyl acetate:methanol:triethylamine (95:5:1)
  7. customThe desired fraction was collected
  8. customrecrystallized from ethyl ether
  9. customdried

出典と根拠

ORDレコード
ord-ec2539a2e3934e8b882fec330a518b1f
出典データセット
uspto-grants-2003_09
特許番号
US06627630B1

反応ノート

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