[CH3:1][NH2:2].CC1C=CC(S(O[CH2:14][C@H:15]2[O:20][CH2:19][CH2:18][N:17]([C:21]3[CH:26]=[C:25]([Br:27])[CH:24]=[CH:23][N:22]=3)[CH2:16]2)(=O)=O)=CC=1>CO>[Br:27][C:25]1[CH:24]=[CH:23][N:22]=[C:21]([N:17]2[CH2:18][CH2:19][O:20][C@H:15]([CH2:14][NH:2][CH3:1])[CH2:16]2)[CH:26]=1To a 2 M solution of methylamine in methanol was added (S)-(4-(4-bromopyridin-2-yl)morpholin-2-yl)methyl 4-methylbenzenesulfonate (1.0 eq). This solution was microwave heated at 80° C. After 1 h the solution was then concentrated in vacuo and water was added. The resulting suspension was sonicated and centrifuged. The water soluble portion was separated from the solids. The resulting aqueous solution of (R)-1-(4-(4-bromopyridin-2-yl)morpholin-2-yl)-N-methylmethanamine was used in the next step without further purification. LCMS (m/z) (M+H)=286.0/288.0, Rt=0.34 min.
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