Trifluoroacetic acid → HCID 68276432、化合物

HRID 1048788ノート

反応式

HRID 1048788 の反応式
FC(F)(F)C(O)=O.[F:8][C:9]1([F:16])[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.C[N+](C)(C)C.[NH2:35][C:36]1[CH:48]=[C:47]([N:49]2[CH2:54][CH2:53][N:52]([CH3:55])[CH2:51][CH2:50]2)[CH:46]=[CH:45][C:37]=1[C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39]>ClCCl.C(OCC)(=O)C>[F:8][C:9]1([F:16])[CH2:14][CH2:13][CH:12]([NH:35][C:36]2[CH:48]=[C:47]([N:49]3[CH2:54][CH2:53][N:52]([CH3:55])[CH2:51][CH2:50]3)[CH:46]=[CH:45][C:37]=2[C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:11][CH2:10]1

参加物

7

反応物 4

HCID 6422Trifluoroacetic acidHCID 13696215Tetramethylammonium Triacetoxyborohydride (>90%)HCID 157890924,4-DifluorocyclohexanoneHCID 667359202-Amino-4-(4-methylpiperazin-1-yl) benzoic acid tertbutyl ester

生成物 1

HCID 68276432HCID 68276432、化合物収率 102.9%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

1.045 ml (13.57 mmol) of trifluoroacetic acid, 1 g (7.46 mmol) of 4,4-difluorocyclohexanone and 2.158 g (8.20 mmol) of tetramethylammonium triacetoxyborohydride are added to 1.521 g (5.22 mmol) of tert-butyl 2-amino-4-(4-methylpiperazin-1-yl)benzoate dissolved in 60 ml of dichloromethane. The reaction is left under stirring at room temperature for 24 hours. The solvent is evaporated and then the crude reaction product is redissolved in 30 ml of ethyl acetate. The solution is successively washed with 0.5 M HCl solution, 0.5 M soda solution and finally with saturated NaHCO3 solution. The organic phase is dried on sodium sulfate, filtered and concentrated to obtain 2.2 g of tert-butyl 2-(4,4-difluorocyclohexylamino)-4-(4-methylpiperazin-1-yl)benzoate in the form of a light brown gum (yield=72%).

後処理

  1. waitThe reaction is left
  2. customThe solvent is evaporated
  3. customthe crude reaction product
  4. washThe solution is successively washed with 0.5 M HCl solution, 0.5 M soda solution and finally with saturated NaHCO3 solution
  5. customThe organic phase is dried on sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-25e5fce02d024a409ce2297d84202896
出典データセット
uspto-grants-2016_07
特許番号
US09381195B2

反応ノート

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