Trifluoroacetic acid → HCID 46916359, compound

HRID 1186764Notes

Reaction equation

HRID 1186764 reaction equation
[CH:1]1([S:4]([NH:7][C:8]2[CH:13]=[C:12]([CH3:14])[C:11](=[O:15])[N:10]([CH3:16])[C:9]=2[N:17]([C:25]2[CH:30]=[CH:29][C:28]([I:31])=[CH:27][C:26]=2[F:32])C(=O)OC(C)(C)C)(=[O:6])=[O:5])[CH2:3][CH2:2]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:32][C:26]1[CH:27]=[C:28]([I:31])[CH:29]=[CH:30][C:25]=1[NH:17][C:9]1[N:10]([CH3:16])[C:11](=[O:15])[C:12]([CH3:14])=[CH:13][C:8]=1[NH:7][S:4]([CH:1]1[CH2:2][CH2:3]1)(=[O:6])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66701632HCID 66701632, compound

Product 1

HCID 46916359HCID 46916359, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 100 mL round bottom flask was charged with tert-butyl 3-(cyclopropanesulfonamido)-1,5-dimethyl-6-oxo-1,6-dihydropyridin-2-yl(2-fluoro-4-iodophenyl)carbamate (120 mg, 0.21 mmol) in 20% mixture of TFA in DCM (10 mL). The reaction mixture was stirred at room temperature for 14 hours and the solvents were removed under reduced pressure. The crude material was purified by flash chromatography (Biotage system) using a gradient of EtOAc (0-50%) in hexane to afford the title product as a white solid (50 mg, 50%).

Workup

  1. customthe solvents were removed under reduced pressure
  2. customThe crude material was purified by flash chromatography (Biotage system)

Sources & evidence

ORD record
ord-4e22ad2a560047fd8ee2d79fda34d725
Source dataset
uspto-grants-2014_03
Patent number
US08673919B2

Reaction notes

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