Trifluoroacetate → HCID 10281395, compound

HRID 1727917Notes

Reaction equation

HRID 1727917 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][CH:25]=[C:24]([Cl:28])[CH:23]=3)[C:20]([C:29]([O:31][CH2:32][CH2:33][CH:34]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[O:30])=[C:19]([CH3:47])[NH:18][C:17]=2[CH3:48])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C([O-])=O>ClCCl>[C:41]1([CH:34]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH2:33][CH2:32][O:31][C:29](=[O:30])[C:20]2[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=3)=[C:16]([C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:15])[C:17]([CH3:48])=[N:18][C:19]=2[CH3:47])[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1

Participants

4

Reactant 2

HCID 84468TrifluoroacetateHCID 17825669HCID 17825669, compound

Product 1

HCID 10281395HCID 10281395, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

233 mg (0.350 mol) of 4-(4-(3-chlorophenyl)-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 2.5 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 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

Sources & evidence

ORD record
ord-0951da65ec1c461cb401e361cd4869d1
Source dataset
uspto-grants-2009_02
Patent number
US07494989B2

Reaction notes

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