Dimethylformamide → 1-Cyclopentyl-3-ethyl-6-(3-ethoxy-4-pyridyl)pyrazolo[3,4-d]pyrimidin-4-amine

HRID 487303

反応式

HRID 487303 の反応式
[CH:1]1([N:6]2[C:10]([NH2:11])=[C:9]([C:12]([NH2:14])=O)[C:8]([CH2:15][CH3:16])=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:17]([O:19][C:20]1[CH:21]=[N:22][CH:23]=[CH:24][C:25]=1[C:26]#N)[CH3:18].[H-].[Na+].C[N:31](C=O)C>>[CH:1]1([N:6]2[C:10]3=[N:11][C:26]([C:25]4[CH:24]=[CH:23][N:22]=[CH:21][C:20]=4[O:19][CH2:17][CH3:18])=[N:14][C:12]([NH2:31])=[C:9]3[C:8]([CH2:15][CH3:16])=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 128666953-EthoxyisonicotinonitrileHCID 224493525-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamide

生成物 1

HCID 194328141-Cyclopentyl-3-ethyl-6-(3-ethoxy-4-pyridyl)pyrazolo[3,4-d]pyrimidin-4-amine収率 44%

実験手順

To a mixture of 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (2.0 g, 9.0 mmol), DMF (30 ml), and 3-ethoxy-4-cyanopyridine (1.47 g, 9.9 mmol) under argon was added sodium hydride (0.43 g, 10.8 mmol). The mixture was stirred at room temperature for 24 hours and the solvent was removed in vacuo. The residue was treated with water, acidified with acetic acid and a precipitate formed which was collected by filtration. The residue was purified by column chromatography on silica eluting with ether (100%) to acetone (100%) to afford 1.4 g (44%) of 1-cyclopentyl-3-ethyl-6-(3-ethoxy-4-pyridyl)pyrazolo[3,4-d]pyrimidin-4-amine.

後処理

  1. customthe solvent was removed in vacuo
  2. additionThe residue was treated with water
  3. customa precipitate formed which
  4. filtrationwas collected by filtration
  5. customThe residue was purified by column chromatography on silica eluting with ether (100%) to acetone (100%)

出典と根拠

ORDレコード
ord-6f95592b8ac6417c91a63d759fdccba3
出典データセット
uspto-grants-1994_03
特許番号
US05294612

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