Ethyl Acetate → HCID 67465999, compound

HRID 554004Notes

Reaction equation

HRID 554004 reaction equation
[BH4-].[Li+].[CH3:3][O:4][C:5]([N:7]1[CH2:12][CH:11]([C:13]2[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]([F:21])[CH:14]=2)[NH:10][CH:9]([C:22](OCC)=[O:23])[CH2:8]1)=[O:6].[Cl-].[NH4+].C(OCC)(=O)C>C1COCC1>[OH:23][CH2:22][CH:9]1[NH:10][CH:11]([C:13]2[CH:14]=[C:15]([F:21])[C:16]([F:20])=[C:17]([F:19])[CH:18]=2)[CH2:12][N:7]([C:5]([O:4][CH3:3])=[O:6])[CH2:8]1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 4148881Lithium borohydrideHCID 67459904HCID 67459904, compound

Product 1

HCID 67465999HCID 67465999, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium borohydride (187 mg) was added to a solution of 5-(3,4,5-trifluorophenyl)piperazine-1,3-dicarboxylic acid 3-ethyl ester 1-methyl ester (991 mg) in THF (20 mL), and the reaction solution was stirred at room temperature for two hours. A saturated ammonium chloride solution and ethyl acetate were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 867 mg of a crude product of the title compound. The property value of the compound is as follows.

Workup

  1. customthe organic layer was separated
  2. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0e3d713b265b476aa9cad7dbf8d32191
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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