Potassium Acetate → Ethyl 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

HRID 1455087노트

반응식

HRID 1455087 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:14]2[CH2:13][CH2:12][C:11](=CN(C)C)[C:10](=O)[C:9]=2[N:8]([CH3:20])[N:7]=1)=[O:5])[CH3:2].[C:21]([O-])(=O)C.[K+].S(O)(O)(=O)=O.[CH3:31][NH:32][C:33](=[NH:35])[SH:34]>CN(C)C=O>[CH3:20][N:8]1[C:9]2[C:10]3[N:35]=[C:33]([S:34][CH3:21])[N:32]=[CH:31][C:11]=3[CH2:12][CH2:13][C:14]=2[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[N:7]1

참가 물질

5

반응물 3

HCID 517044Potassium AcetateHCID 67075650ethyl 6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylateHCID 178485225HCID 178485225, 화합물

생성물 1

HCID 45141606Ethyl 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate수율 74%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

9 g (69 mmol) of ethyl-6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate were dissolved in 350 mL of anhydrous dimethylformamide and 13.4 g of anhydrous potassium acetate (138 mmol) and 19.18 g (69 mmol) of methylisothiourea sulfate were added. The mixture was maintained at 90° C. under stirring for 8 hours. The solvent was then evaporated, the residue redissolved with dichloromethane and washed with water. The organic layer was dried over Na2SO4 and evaporated. The crude was finally triturated with diethyl ether and collected by filtration to give 15.5 g (74% yield) of the title compound.

후처리

  1. customThe solvent was then evaporated
  2. dissolutionthe residue redissolved with dichloromethane
  3. washwashed with water
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customevaporated
  6. customThe crude was finally triturated with diethyl ether
  7. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-7449390a04194050adaa9c80767eba4b
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482354B2

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