Ethanol → HCID 58292138, compound

HRID 1944728Notes

Reaction equation

HRID 1944728 reaction equation
C([N:8]([S:16]([C:19]1[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])C1C=CC=CC=1.CO.C(O)C>[OH-].[OH-].[Pd+2].C(OCC)(=O)C>[F:28][C:25]([F:26])([F:27])[C:22]1[CH:21]=[CH:20][C:19]([S:16]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:13])[CH3:14])(=[O:17])=[O:18])=[CH:24][CH:23]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 887MethanolHCID 58292033HCID 58292033, compound2×

Product 1

HCID 58292138HCID 58292138, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl 4-(trifluoromethyl)phenylsulfonylcarbamate was prepared by a method analogous to the method disclosed in Tet. Lett. 2004, 45, 8483-8487. tert-Butyl benzyl(4-(trifluoromethyl)phenylsulfonyl)carbamate (Intermediate 86, 520 mg) was hydrogenated (1 atm H2) over 20 wt % Pd(OH)2 (52 mg) in 1:1:1 methanol:ethanol:ethyl acetate (8 ml) for 16 hours. The reaction was filtered over celite and concentrated to yield the title compound (407 mg). MS M−H 324.3

Workup

  1. customtert-Butyl 4-(trifluoromethyl)phenylsulfonylcarbamate was prepared by a method analogous to the method
  2. filtrationThe reaction was filtered over celite and
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-a8f821171b83472d8cefc2ff74a510e3
Source dataset
uspto-grants-2013_03
Patent number
US08394858B2

Reaction notes

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