Triethylamine → N-{2-[(3-hydroxypiperidin-1-yl)carbonyl]-4'-methyl-4,5'-bi-1,3-thiazol-2'-yl}acetamide

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Reaction Steps

2′-Acetylamino-4′-methyl-[4,5′]bithiazolyl-2-carbonyl chloride, prepared as in Step I of Example 13, described above, (200 mg, 0.66 mmol, 1 eq.), is dissolved in THF (8 ml) and DCM (4 ml). 3-Hydroxypiperidine (Fluka)(67.0 mg; 0.66 mmol; 1 eq.) and triethylamine (0.19 ml; 1.33 mmol; 2 eq.) are added and the mixture is stirred overnight at rt. Solvents are evaporated and the crude product is crystallized in MeOH, affording Compound (26) as a brown solid (103 mg; 42%). M− (ESI): 365.20; M+ (ESI): 367.16. HPLC (method A), Rt: 2.35 min (purity: 99.4%).

Provenance & Evidence