Trifluoroacetate → HCID 58981803, compound

HRID 1727923Notes

Reaction equation

HRID 1727923 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[CH:21]([C:22]3[CH:27]=[C:26]([Cl:28])[CH:25]=[C:24]([Cl:29])[CH:23]=3)[C:20]([C:30]([O:32][CH2:33][CH2:34][CH:35]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[O:31])=[C:19]([CH3:48])[NH:18][C:17]=2[CH3:49])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C([O-])=O>ClCCl>[C:42]1([CH:35]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH2:34][CH2:33][O:32][C:30](=[O:31])[C:20]2[C:21]([C:22]3[CH:23]=[C:24]([Cl:29])[CH:25]=[C:26]([Cl:28])[CH:27]=3)=[C:16]([C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[O:15])[C:17]([CH3:49])=[N:18][C:19]=2[CH3:48])[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1

Participants

4

Reactant 2

HCID 84468TrifluoroacetateHCID 69075956HCID 69075956, compound

Product 1

HCID 58981803HCID 58981803, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

419 mg (0.595 mmol) of 4-[4-(3,5-dichlorophenyl)-5-(3,3-diphenylpropoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carbonyl] piperazine-1-carboxylic acid-t-butyl ester was dissolved in 15 ml of dichloromethane. After adding 7 ml of trifluoroacetate under cooling with ice, the reaction mixture was stirred at room temperature for 2 hours. After concentration under reduced pressure, saturated aqueous sodium hydrogencarbonate solution was added and the reaction mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (dichloromethane) to obtain the title compound.

Workup

  1. temperatureunder cooling with ice
  2. concentrationAfter concentration under reduced pressure, saturated aqueous sodium hydrogencarbonate solution
  3. additionwas added
  4. extractionthe reaction mixture was extracted with ethyl acetate
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by the silica gel chromatography (dichloromethane)

Sources & evidence

ORD record
ord-272f4ba6e48c4a53a8c7a85bb8887c18
Source dataset
uspto-grants-2009_02
Patent number
US07494989B2

Reaction notes

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