Sodium Hydroxide → 2-(Methanesulfonyl)amino-4-(4-fluoronaphth-1-yl)-6-isopropylpyrimidine
Reaction equation
[CH3:1][S:2]([N:5](S(C)(=O)=O)[C:6]1[N:11]=[C:10]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]([F:22])=[CH:14][CH:13]=2)[CH:9]=[C:8]([CH:23]([CH3:25])[CH3:24])[N:7]=1)(=[O:4])=[O:3].[OH-].[Na+]>CO>[CH3:1][S:2]([NH:5][C:6]1[N:11]=[C:10]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]([F:22])=[CH:14][CH:13]=2)[CH:9]=[C:8]([CH:23]([CH3:25])[CH3:24])[N:7]=1)(=[O:3])=[O:4]Participants
4
Procedure
The 2-(bismethanesulfonyl)amino-4-(4-fluoronaphth-1-yl)-6-isopropylpyrimidine product from Example 10B above (0.204 g) was dissolved in methanol (5 mL) and treated at room temperature with 2.5N sodium hydroxide solution (0.2 mL). The reaction mixture was stirred at room temperature for 1 hour. The mixture was partitioned between 1N hydrochloric acid and ethyl acetate. The organic layer was dried over magnesium sulfate and evaporated to dryness and recrystallized to afford 2-(methanesulfonyl)amino-4-(4-fluoronaphth-1-yl)-6-isopropylpyrimidine as a crystalline material, m.p. 276-276.9° C. (prior decomposition at 273° C.).