4-(3,3-Difluoro-cyclobutylamino)-5-methanesulfonyl-2-methyl-benzoic acid methyl ester → 4-(3,3-Difluoro-cyclobutylamino)-5-methanesulfonyl-2-methyl-benzoic acid
Reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])[C:7]([NH:14][CH:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)=[CH:6][C:5]=1[CH3:21]>O1CCOCC1>[F:20][C:17]1([F:19])[CH2:16][CH:15]([NH:14][C:7]2[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])=[CH:9][C:4]([C:3]([OH:22])=[O:2])=[C:5]([CH3:21])[CH:6]=2)[CH2:18]1Participants
3
Procedure
210 mg of 4-(3,3-Difluoro-cyclobutylamino)-5-methanesulfonyl-2-methyl-benzoic acid methyl ester were dissolved using 10 ml of dioxane, and 0.47 ml of a 2N aqueous NaOHsolution was added. The mixture was stirred for 18 h at ambient temperature. Afterwards, the solvents were removed in vacuo. The residue was then taken up using 10 ml of water. The pH was adjusted to pH=2 using an aqueous HClsolution and extracted three times using 20 ml of EE each time. The organic layer was dried over MgSO4 and the solvent removed in vacuo. Yield: 196 mg of an amorphous solid.