Trifluoroacetate → HCID 58981803, compound

HRID 1182601Notes

Reaction equation

HRID 1182601 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-98d2d4c308cf4300a1aea5d851aa300d
Source dataset
uspto-grants-2007_10
Patent number
US07288544B2

Reaction notes

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