Trifluoroacetic acid → HCID 178481028, compound

HRID 577698Notes

Reaction equation

HRID 577698 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([NH:7]/[C:8](/[NH:17]C(=O)OC(C)(C)C)=[N:9]\C(=O)OC(C)(C)C)[CH:4]=[N:3]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][N:2]1[CH:6]=[C:5]([NH:7][C:8]([NH2:17])=[NH:9])[CH:4]=[N:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178481025HCID 178481025, compound

Product 1

HCID 178481028HCID 178481028, compoundYield 251.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of di-tert-butyl {(E)-[(1-methyl-1H-pyrazol-4-yl)amino]methylylidene}biscarbamate (17.5 g, 50 mmol) in DCM (50 mL) was added TFA (50 mL) at 0° C. The reaction was allowed to warm to rt and stirred for 20 hrs. The reaction mixture was concentrated to dryness to afford the crude title compound (17.5 g, quant) as a yellow oil. 1H NMR (400 MHz, Methanol-d4) δ ppm 7.81-7.82 (d, 1H), 7.74 (s, 1H), 7.47 (s, 1H), 3.89 (s, 3H).

Workup

  1. concentrationThe reaction mixture was concentrated to dryness

Sources & evidence

ORD record
ord-e5b652f98e8b4f17984865f6a302e2e2
Source dataset
uspto-grants-2015_05
Patent number
US09040547B2

Reaction notes

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