Trifluoroacetic acid → HCID 68276432, 화합물

HRID 1487395노트

반응식

HRID 1487395 반응식
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

참가 물질

7

반응물 4

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

생성물 1

HCID 68276432HCID 68276432, 화합물수율 102.9%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d10cc131340d4845a2647f0a387c5bfc
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428510B2

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