Trifluoroacetic acid → HCID 136930237, compound

HRID 56625Notes

Reaction equation

HRID 56625 reaction equation
C(O)(C(F)(F)F)=O.[O:8]=[C:9]1[S:13][N:12]=[C:11]([C:14]2[CH:19]=[CH:18][C:17]([NH:20]C(=O)OC(C)(C)C)=[CH:16][CH:15]=2)[NH:10]1>ClCCl>[NH2:20][C:17]1[CH:16]=[CH:15][C:14]([C:11]2[NH:10][C:9](=[O:8])[S:13][N:12]=2)=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 136930239HCID 136930239, compound

Product 1

HCID 136930237HCID 136930237, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At 0° C., 0.8 ml of TFA was added to a solution of 129 mg (purity 70%, 0.44 mmol) of tert-butyl [4-(5-oxo-4,5-dihydro-1,2,4-thiadiazol-3-yl)phenyl]carbamate in 4 ml of dichloromethane, and the mixture was stirred at RT for 40 min Subsequently, the reaction mixture was concentrated under reduced pressure and the crude product was purified by preparative HPLC (water/acetonitrile/0.1% formic acid gradient). Yield: 54 mg (purity 90%, 57% of theory)

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customthe crude product was purified by preparative HPLC (water/acetonitrile/0.1% formic acid gradient)

Sources & evidence

ORD record
ord-20473d265681428b9c7630871baaaedd
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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