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

HRID 44597노트

반응식

HRID 44597 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-4d8e090d3acc43f8aca88ba9b3cabcbc
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541429B2

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