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

HRID 44577ノート

反応式

HRID 44577 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f9954de9dd824ba5a7aa9a2aff8599c4
出典データセット
uspto-grants-2013_09
特許番号
US08541429B2

反応ノート

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