Trifluoroacetate → HCID 58981779, compound

HRID 1727929Notes

Reaction equation

HRID 1727929 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]=[CH:26][C:25]([CH3:28])=[CH:24][C:23]=3[CH3:29])[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:36]1([CH:35]([C:42]2[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=2)[CH2:34][CH2:33][O:32][C:30](=[O:31])[C:20]2[C:21]([C:22]3[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:23]=3[CH3:29])=[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:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

4

Reactant 2

HCID 84468TrifluoroacetateHCID 69067857HCID 69067857, compound

Product 1

HCID 58981779HCID 58981779, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

274 mg (0.413 mmol) of 4-[4-(2,4-dimethylphenyl)-5-(3,3-diphenylpropoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carbonyl] piperazine-1-carboxylic acid-t-butyl ester was dissolved in 10 ml of dichloromethane. 5 ml of trifluoroacetate was added and 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 sodium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (dichloromethane/methanol=100/1 to 10/1) to obtain the title compound.

Workup

  1. concentrationAfter concentration under reduced pressure, saturated aqueous sodium hydrogencarbonate solution
  2. additionwas added
  3. extractionthe reaction mixture was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by the silica gel chromatography (dichloromethane/methanol=100/1 to 10/1)

Sources & evidence

ORD record
ord-91f09f3f61be43b091c5989af126443b
Source dataset
uspto-grants-2009_02
Patent number
US07494989B2

Reaction notes

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