Triethylamine → 4,5-Dihydro-4-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)-3H-1,4,8b-triazaacenaphthylen-3-one

HRID 619493ノート

反応式

HRID 619493 の反応式
[C:1]([C:6]1[N:10]2[C:11]([CH2:15]Cl)=[CH:12][CH:13]=[CH:14][C:9]2=[N:8][CH:7]=1)([O:3]CC)=O.[C:17]([O:21][C:22]([N:24]1[CH2:29][CH2:28][CH:27]([CH2:30][NH2:31])[CH2:26][CH2:25]1)=[O:23])([CH3:20])([CH3:19])[CH3:18].C(N(CC)CC)C>C(O)C>[C:17]([O:21][C:22]([N:24]1[CH2:29][CH2:28][CH:27]([CH2:30][N:31]2[CH2:15][C:11]3[N:10]4[C:6](=[CH:7][N:8]=[C:9]4[CH:14]=[CH:13][CH:12]=3)[C:1]2=[O:3])[CH2:26][CH2:25]1)=[O:23])([CH3:20])([CH3:19])[CH3:18]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 7368171-Boc-4-(aminomethyl)piperidineHCID 108575483-Carbethoxy-5-chloromethylimidazo[1,2-a]pyridine

生成物 1

HCID 99074084,5-Dihydro-4-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)-3H-1,4,8b-triazaacenaphthylen-3-one収率 72.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution prepared by dissolving 5.78 g (24.22 mM) of 3-carbethoxy-5-chloromethylimidazo[1,2-a]pyridine, 7.78 g (36.33 mM) of 1-tert-butoxycarbonyl-4-aminomethylpiperidine, and 6.75 ml (48.44 mM) of triethylamine in 100 ml of ethanol was refluxed under argon gas for 3 hours. After completion of the reaction, the solvent was distilled off under reduced pressure and the residue was extracted with 100 ml of chloroform. The organic layer was washed with saturated aqueous NaCl solution and dried over MgSO4 and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform-methanol=20:1) to provide 6.50 g (yield 72.4%) of the title compound as yellow liquid.

後処理

  1. customA solution prepared
  2. temperaturewas refluxed under argon gas for 3 hours
  3. customAfter completion of the reaction
  4. distillationthe solvent was distilled off under reduced pressure
  5. extractionthe residue was extracted with 100 ml of chloroform
  6. washThe organic layer was washed with saturated aqueous NaCl solution
  7. dry with materialdried over MgSO4
  8. distillationthe solvent was distilled off under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (eluent: chloroform-methanol=20:1)

出典と根拠

ORDレコード
ord-57cf6486b51a4d12ad95b9d4b573fb8c
出典データセット
uspto-grants-1999_09
特許番号
US05958942

反応ノート

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