Trifluoroacetic acid → HCID 86680360, compound

HRID 83519Notes

Reaction equation

HRID 83519 reaction equation
C([O:5][C:6]([C@H:8]1[CH2:12][NH:11][C:10](=[O:13])[N:9]1[CH3:14])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[CH3:14][N:9]1[C@@H:8]([C:6]([OH:7])=[O:5])[CH2:12][NH:11][C:10]1=[O:13]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86680358(R)-3-Methyl-2-oxoimidazolidine-4-carboxylic Acid tert-butyl Ester

Product 1

HCID 86680360HCID 86680360, compoundYield 76.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of (R)-3-methyl-2-oxoimidazolidine-4-carboxylic acid tert-butyl ester (94 mg) in chloroform (2 ml) was added trifluoroacetic acid (1 ml) at room temperature, and the mixture was stirred for 3 hours. This reaction solution was concentrated under reduced pressure, additional toluene (3 ml) was added thereto, and the mixture was again concentrated. To the resulting residue was added diethyl ether (0.5 ml) at room temperature, and the mixture was stirred. Next, n-hexane (2 ml) was added thereto, and the mixture was further stirred. The insoluble substance was collected by filtration, and dried under reduced pressure to give the titled compound (52 mg).

Workup

  1. concentrationThis reaction solution was concentrated under reduced pressure, additional toluene (3 ml)
  2. additionwas added
  3. concentrationthe mixture was again concentrated
  4. additionTo the resulting residue was added diethyl ether (0.5 ml) at room temperature
  5. stirringthe mixture was stirred
  6. additionNext, n-hexane (2 ml) was added
  7. filtrationThe insoluble substance was collected by filtration
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-bca779d571af4ab59a57660b8c9f29b6
Source dataset
uspto-grants-2014_09
Patent number
US08846746B2

Reaction notes

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