Trifluoroacetic acid → 8-(2,4-Dimethyl-benzenesulfonyl)-3,8-diaza-bicyclo[4.2.0]octane

HRID 2174974Notes

Reaction equation

HRID 2174974 reaction equation
C(OC([N:8]1[CH2:15][CH2:14][CH:13]2[CH:10]([N:11]([S:16]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:20]=3[CH3:26])(=[O:18])=[O:17])[CH2:12]2)[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>O1CCOCC1>[CH3:26][C:20]1[CH:21]=[C:22]([CH3:25])[CH:23]=[CH:24][C:19]=1[S:16]([N:11]1[CH:10]2[CH:13]([CH2:14][CH2:15][NH:8][CH2:9]2)[CH2:12]1)(=[O:18])=[O:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 670865848-(2,4-Dimethyl-benzenesulfonyl)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

Product 1

HCID 670869158-(2,4-Dimethyl-benzenesulfonyl)-3,8-diaza-bicyclo[4.2.0]octane

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 8-(2,4-dimethyl-benzenesulfonyl)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester in dioxane (8 mL) was added trifluoro acetic acid (3 mL), the reaction mixture was stirred for 16 h at room temperature. The solvent and the excess of trifluoro acetic acid were removed under reduced pressure. The resulting trifluoro acetic acid salt of the title compound was used crude without further purification (150.0 mg, 49%). MS (ESI) mass calcd. for C14H20N2O4S, 280.39; m/z found, 281.2 [M+H]+.

Workup

  1. customThe solvent and the excess of trifluoro acetic acid were removed under reduced pressure
  2. customwithout further purification (150.0 mg, 49%)

Sources & evidence

ORD record
ord-135325c18fa741f38a73749bec2aad92
Source dataset
uspto-grants-2015_06
Patent number
US09062044B2

Reaction notes

Loading…