Cesium carbonate → HCID 19805500、化合物

HRID 1681697ノート

反応式

HRID 1681697 の反応式
Cl[CH2:2][C:3]1[N:4]([CH3:8])[CH:5]=[CH:6][N:7]=1.[C:9]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16](=[O:23])[NH:15]1)([O:11][CH2:12][CH3:13])=[O:10].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[C:9]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16](=[O:23])[N:15]1[CH2:2][C:3]1[N:4]([CH3:8])[CH:5]=[CH:6][N:7]=1)([O:11][CH2:12][CH3:13])=[O:10]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 584113Ethyl 3-oxo-2,3-dihydro-1H-indazole-1-carboxylateHCID 7365362-(chloromethyl)-1-methyl-1H-imidazole

生成物 1

HCID 19805500HCID 19805500、化合物収率 67%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

2-Chloromethyl-1-methylimidazole (0.91 g) was added portionwise to a stirred mixture of 1,2-dihydro-1-carboethoxy-3H-indazol-3-one (1.03 g), caesium carbonate (5.4 g) and N,N-dimethylformamide (DMF, 5 ml). The mixture was heated to 80° C. for 4 hours under an atmosphere of argon, cooled to ambient temperature and filtered. The filtrate was diluted with water and extracted with ethyl acetate. The solid was washed with ethyl acetate. The organic solutions were combined, washed with a saturated aqueous sodium chloride solution, dried (MgSO4) and evaporated. The oil residue crystallised on trituration under diethyl ether. There was thus obtained a mixture (1 g, 67% of 1,2-dihydro-1-carboethoxy-2-(1-methylimidazol-2-yl)methyl-3H-indazol-3-one and 1-carboethoxy-3-(1-methylimidazol-2-yl)methoxy-1H-indazole (starting material for Ex. 145).

後処理

  1. temperaturecooled to ambient temperature
  2. filtrationfiltered
  3. additionThe filtrate was diluted with water
  4. extractionextracted with ethyl acetate
  5. washThe solid was washed with ethyl acetate
  6. washwashed with a saturated aqueous sodium chloride solution
  7. dry with materialdried (MgSO4)
  8. customevaporated
  9. customThe oil residue crystallised on trituration under diethyl ether

出典と根拠

ORDレコード
ord-88a00675ace7406b80429698b46d43a3
出典データセット
uspto-grants-1992_12
特許番号
US05173496

反応ノート

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