4-(1-Pyrrolidinyl)piperidine → 2-Phenyl-3-pyrid-4-yl-6-(4-pyrrolidin-1-ylpiperid-1-yl)imidazo[1,2-b]pyridazine

HRID 1803903

反応式

HRID 1803903 の反応式
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:10]=2)[N:7]=1.[N:23]1([CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[CH2:27][CH2:26][CH2:25][CH2:24]1>C(O)C>[C:11]1([C:9]2[N:10]=[C:5]3[CH:4]=[CH:3][C:2]([N:31]4[CH2:32][CH2:33][CH:28]([N:23]5[CH2:27][CH2:26][CH2:25][CH2:24]5)[CH2:29][CH2:30]4)=[N:7][N:6]3[C:8]=2[C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

4

反応物 2

HCID 787034-(1-Pyrrolidinyl)piperidineHCID 594069546-Chloro-2-phenyl-3-pyrid-4-ylimidazo[1,2-b]pyridazine

生成物 1

HCID 594069552-Phenyl-3-pyrid-4-yl-6-(4-pyrrolidin-1-ylpiperid-1-yl)imidazo[1,2-b]pyridazine収率 27%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
155 °C

実験手順

A mixture of 4.03 g (13.1 mmol) of 6-chloro-2-phenyl-3-pyrid-4-ylimidazo[1,2-b]pyridazine and 4.4 g (29 mmol) of 4-pyrrolidin-1-ylpiperidine in 50 mL of ethanol is heated at 155° C. for 4 hours. After cooling, the solvent is evaporated off under reduced pressure and the residue is chromatographed on silica gel, eluting with a mixture of dichloromethane and methanol (93:7). The product is then recrystallized from 40 mL of methanol to give 1.5 g of yellow crystals after drying under reduced pressure.

後処理

  1. temperatureAfter cooling
  2. customthe solvent is evaporated off under reduced pressure
  3. customthe residue is chromatographed on silica gel
  4. washeluting with a mixture of dichloromethane and methanol (93:7)
  5. customThe product is then recrystallized from 40 mL of methanol

出典と根拠

ORDレコード
ord-d74563b07826453e8a6b0f5a747daba8
出典データセット
uspto-grants-2013_01
特許番号
US08354405B2

関連ノート

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