Methanesulfonyl chloride → [4-Amino-2-(1-methanesulfonylpiperidin-4-ylamino)thiazol-5-yl]-(3-fluoro-4-methoxy-phenyl)methanone

Participants

Reaction Steps

[4-Amino-2-(piperidin-4-ylamino)thiazol-5-yl]-(3-fluoro4-methoxy-phenyl)methanone (0.11 g, 0.31 mmol) (Example 7) was treated with methanesulfonyl chloride in a manner similar to Example 9 to give 30 mg (23% yield) of [4-amino-2-(1-methanesulfonylpiperidin-4-ylamino)thiazol-5-yl]-(3-fluoro-4-methoxy-phenyl)methanone. 1H NMR (DMSO−d6, 300 MHz) δ1.46 (m, 2H, CH2), 2.01 (m, 2H, CH2), 2.90 (m, 5H, CH2 & SCH3), 3.55(m, 2HCH2), 3.6-4.0 (broad, 1H, CH), 3.91 (s, 3H, OCH3), 7.24 (t,1H, Aromatic), 7.47 (t,1H, Aromatic), 7.59 (t,1H, Aromatic), 7.9-8.5 (brd, 2H, 2NH), 8.71 (brd, 1H, NH). HRMSEI: (M+H)+: observed: 428.0982; calcd for 428.0988.

Provenance & Evidence