Trifluoroacetic acid → HCID 118045591, compound

HRID 595898Notes

Reaction equation

HRID 595898 reaction equation
[C:1]([CH2:3][CH2:4][C:5]1[N:6]=[CH:7][C:8]([NH:11]C(=O)OC(C)(C)C)=[N:9][CH:10]=1)#[N:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:11][C:8]1[N:9]=[CH:10][C:5]([CH2:4][CH2:3][C:1]#[N:2])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118046676HCID 118046676, compound

Product 1

HCID 118045591HCID 118045591, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 5-(2-cyanoethyl)pyrazin-2-ylcarbamate (25 mg, 0.101 mmol) in DCM (0.336 mL) was added TFA (0.1 mL, 1.298 mmol) at room temperature. The reaction mixture was stirred at room temperature for 1 h. After quenched with sat. NaHCO3, the reaction mixture was extracted with DCM. The combined organic layer was washed with water and brine, dried over anhydrous sodium sulfate. Filtered and concentrated in vacuo. The crude product was used in next step reaction without purification. LCMS (m/z): 149.1 (MH+), 0.24 min.

Workup

  1. customAfter quenched with sat. NaHCO3
  2. extractionthe reaction mixture was extracted with DCM
  3. washThe combined organic layer was washed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationFiltered
  6. concentrationconcentrated in vacuo
  7. customThe crude product was used in next step reaction without purification
  8. custom149.1 (MH+), 0.24 min.

Sources & evidence

ORD record
ord-06817dc15b564fb4b7e2dbd357e3e4ef
Source dataset
uspto-grants-2016_01
Patent number
US09242996B2

Reaction notes

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