Triethylamine → 4,5-dihydro-4-(1-pentafluoropropionylpiperidin-4-ylmethyl)-3H-1,4,8b-triazaacenaphthylen-3-one

HRID 1068788ノート

反応式

HRID 1068788 の反応式
Cl.Cl.[NH:3]1[CH2:8][CH2:7][CH:6]([CH2:9][N:10]2[CH2:20][C:19]3[N:21]4[C:12](=[CH:13][N:14]=[C:15]4[CH:16]=[CH:17][CH:18]=3)[C:11]2=[O:22])[CH2:5][CH2:4]1.C(N(CC)CC)C.FC(F)(F)C(F)(F)C([O:35][C:36](=O)[C:37]([F:43])([F:42])[C:38]([F:41])([F:40])[F:39])=O>C(#N)C>[F:42][C:37]([F:43])([C:38]([F:41])([F:40])[F:39])[C:36]([N:3]1[CH2:8][CH2:7][CH:6]([CH2:9][N:10]2[CH2:20][C:19]3[N:21]4[C:12](=[CH:13][N:14]=[C:15]4[CH:16]=[CH:17][CH:18]=3)[C:11]2=[O:22])[CH2:5][CH2:4]1)=[O:35]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 67742Pentafluoropropionic anhydrideHCID 211902714,5-dihydro-4-(piperidin-4-ylmethyl)-3H-1,4,8b-triazaacenaphthylen-3-one dihydrochloride

生成物 1

HCID 211901874,5-dihydro-4-(1-pentafluoropropionylpiperidin-4-ylmethyl)-3H-1,4,8b-triazaacenaphthylen-3-one収率 63.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

In 10 ml of acetonitrile was suspended 687 mg (2.0 mM) of 4,5-dihydro-4-(piperidin-4-ylmethyl)-3H-1,4,8b-triazaacenaphthylen-3-one dihydrochloride, followed by addition of 2.23 ml (16.0 mM) of triethylamine and 1.97 ml (10.0 mM) of pentafluoropropionic anhydride in the order mentioned. This mixture was stirred at room temperature for 1 hour and the solvent was then distilled off under reduced pressure. The residue was extracted with 50 ml of chloroform and the organic layer was washed with 50 ml of saturated aqueous NaCl solution and dried over MgSO4. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (eluent: ethyl acetate-ethanol=10:1) to provide 526 mg (yield 63.2%) of the title compound as light-yellow amorphous substance.

後処理

  1. distillationthe solvent was then distilled off under reduced pressure
  2. extractionThe residue was extracted with 50 ml of chloroform
  3. washthe organic layer was washed with 50 ml of saturated aqueous NaCl solution
  4. dry with materialdried over MgSO4
  5. distillationThe solvent was distilled off under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (eluent: ethyl acetate-ethanol=10:1)

出典と根拠

ORDレコード
ord-380db08ee52b4b3d85421f63de91149b
出典データセット
uspto-grants-2001_06
特許番号
US06251905B1

反応ノート

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