Trifluoroacetate → HCID 69233807, compound

HRID 1727921Notes

Reaction equation

HRID 1727921 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[C:17]([CH3:42])=[N:18][C:19]([CH3:41])=[C:20]([C:29](=[O:40])[NH:30]CCCC3C=CC=CC=3)[C:21]=2[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.F[C:44](F)(F)[C:45]([O-])=O>ClCCl>[Cl:28][C:24]1[CH:23]=[C:22]([C:21]2[C:20]([CH2:23][CH2:22][CH2:27][C:45]3[CH:44]=[CH:20][CH:21]=[CH:16][CH:14]=3)([C:29]([NH2:30])=[O:40])[CH:19]([CH3:41])[N:18]=[C:17]([CH3:42])[C:16]=2[C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[O:15])[CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 84468TrifluoroacetateHCID 69066201HCID 69066201, compound

Product 1

HCID 69233807HCID 69233807, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

619 mg (1.05 mmol) of 4-[4-(3-chlorophenyl)-2,6-dimethyl-5-(3-phenylpropylcarbamoyl) pyridine-3-carbonyl] piperazine-1-carboxylic acid-t-butyl ester was dissolved in 30 ml of dichloromethane. 15 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. By adding hexane to the residue, the solid substance was precipitated, filtered and dried 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
  6. additionBy adding hexane to the residue
  7. customthe solid substance was precipitated
  8. filtrationfiltered
  9. customdried under reduced pressure

Sources & evidence

ORD record
ord-4d9e10fb02404bbba6decc8b9df7c1eb
Source dataset
uspto-grants-2009_02
Patent number
US07494989B2

Reaction notes

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