Trifluoroacetic acid → HCID 86619145, compound

HRID 2238679Notes

Reaction equation

HRID 2238679 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]([N:5]1[CH2:10][C@@H:9]2[CH2:11][C@H:6]1[CH2:7][N:8]2C(OC(C)(C)C)=O)=[O:4].FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[F:20][C:2]([F:1])([F:19])[C:3]([N:5]1[CH2:10][C@@H:9]2[CH2:11][C@H:6]1[CH2:7][NH:8]2)=[O:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86619144HCID 86619144, compound

Product 1

HCID 86619145HCID 86619145, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

204 mg of the (t-butyl(1S,4S)-5-(trifluoroacetyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate [151-1] was dissolved in 3 mL of chloroform, then 3 mL of trifluoroacetic acid was added thereto, and stirred at room temperature for 1 hour. The reaction solution was concentrated under reduced pressure, the obtained residue was dissolved in methanol, and the trifluoroacetic acid was removed through a weak anion-exchange resin. The solvent was distilled off under reduced pressure, and 156 mg of (1S,4S)-2-(trifluoroacetyl)-2,5-diazabicyclo[2.2.1]heptane [151-2] was obtained as a brown oily product.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. dissolutionthe obtained residue was dissolved in methanol
  3. customthe trifluoroacetic acid was removed through a weak anion-exchange resin
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-693f65f7fa0248188efc423d90da8ecf
Source dataset
uspto-grants-2010_05
Patent number
US07718801B2

Reaction notes

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