Potassium Carbonate → Ethyl 8-methoxy-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

HRID 1455099ノート

反応式

HRID 1455099 の反応式
C[N:2]([CH:4]=[C:5]1[C:13](=O)[C:12]2[N:11]([CH3:15])[N:10]=[C:9]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:8]=2[CH2:7][CH2:6]1)[CH3:3].S(O)(O)(=O)=O.C[NH:27]C(=N)O.[C:31](=[O:34])([O-])[O-].[K+].[K+]>C(#N)C>[CH3:31][O:34][C:3]1[N:2]=[CH:4][C:5]2[CH2:6][CH2:7][C:8]3[C:9]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[N:10][N:11]([CH3:15])[C:12]=3[C:13]=2[N:27]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 67075650ethyl 6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylateHCID 178485200HCID 178485200、化合物

生成物 1

HCID 45141796Ethyl 8-methoxy-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate収率 86%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2.0 g (7.2 mmol) of ethyl 6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate were dissolved in 200 mL of acetonitrile and 17.4 g (70.6 mmol) of methylisourea sulfate and 10.0 g (72.4 mmol) of potassium carbonate were added. The reaction mixture was stirred at reflux for 16 hours. The solvent was then evaporated, the residue redissolved with dichloromethane and washed with water. The organic layer was dried over anhydrous Na2SO4 and concentrated. After a chromatography on a silica gel column (eluant dichloromethane) 1.7 g of product were obtained (86% yield).

後処理

  1. temperatureat reflux for 16 hours
  2. customThe solvent was then evaporated
  3. dissolutionthe residue redissolved with dichloromethane
  4. washwashed with water
  5. dry with materialThe organic layer was dried over anhydrous Na2SO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-2f3e46de782e4a80b5f8af9c40624838
出典データセット
uspto-grants-2009_01
特許番号
US07482354B2

反応ノート

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