Trifluoroacetic acid → HCID 22277815, compound

HRID 1064032Notes

Reaction equation

HRID 1064032 reaction equation
[CH3:1][N:2]([CH2:10][CH2:11][N:12]1[CH:16]=[N:15][CH:14]=[N:13]1)C(OC(C)(C)C)=O.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][NH:2][CH2:10][CH2:11][N:12]1[CH:16]=[N:15][CH:14]=[N:13]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22277812HCID 22277812, compound

Product 1

HCID 22277815HCID 22277815, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a cooled solution (ice bath) of 1-{2-[N-methyl-N-(t-butoxycarbonyl)amino]ethyl}-1,2,4-triazole (Method 24; 1.6 g, 7.2 mmol) in DCM (10 ml) was added trifluoroacetic acid (5 ml). The reaction mixture was stirred for 3 hours at 0° C. and then at room temperature for 1 hour. The reaction mixture was evaporated to dryness with toluene and the crude product was dissolved in DCM (3 ml) and concentrated HCl in ether was added dropwise under vigorous stirring to yield the title compound as a white solid M/z 126.9.

Workup

  1. waitat room temperature for 1 hour
  2. customThe reaction mixture was evaporated to dryness with toluene
  3. dissolutionthe crude product was dissolved in DCM (3 ml)
  4. additionconcentrated HCl in ether was added dropwise
  5. stirringunder vigorous stirring

Sources & evidence

ORD record
ord-70545f62515a491c928846018a9280a8
Source dataset
uspto-grants-2005_11
Patent number
US06967216B2

Reaction notes

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