Trifluoroacetic acid → HCID 90402511, compound

HRID 576709Notes

Reaction equation

HRID 576709 reaction equation
[Br:1][C:2]1[N:6]2[CH2:7][CH2:8][N:9](C(OC(C)(C)C)=O)[C:10](=[O:11])[C:5]2=[N:4][N:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Br:1][C:2]1[N:6]2[CH2:7][CH2:8][NH:9][C:10](=[O:11])[C:5]2=[N:4][N:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90402322tert-Butyl 3-bromo-8-oxo-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate

Product 1

HCID 90402511HCID 90402511, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 3-bromo-8-oxo-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate (663 mg, 2.1 mmol) in DCM (21 mL) was added TFA (4.2 mL, 55 mmol). After 30 minutes, the reaction was concentrated and the residue was diluted with EtOAc, sonicated, and filtered to provide the desired product as a white solid (393 mg, 87%). MS (ESI): mass calcd. for C5H5BrN4O, 216.0; m/z found, 217.0 [M+H]+.

Workup

  1. concentrationthe reaction was concentrated
  2. additionthe residue was diluted with EtOAc
  3. customsonicated
  4. filtrationfiltered

Sources & evidence

ORD record
ord-6b96ec536edf4c33933e6198ffccc714
Source dataset
uspto-grants-2015_05
Patent number
US09040534B2

Reaction notes

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