Azetidine → HCID 44554097, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(2-chloropyridin-4-yl)-N-(thiazol-2-yl)quinoline-8-carboxamide (200 mg, 0.55 mmol), azetidine (314 mg, 5.5 mmol), CsF (84 mg, 0.55 mmol) and t-BuOK (185 mg, 1.65 mmol) in DMF (4 mL) under N2 was microwave heated (150° C.×12 min). The reaction mixture was cooled, diluted with water, and extracted with ethyl acetate (3×10 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by chromatography on silica gel (10% methanol in CH2Cl2) to obtain of 2-(2-(azetidin-1-yl)pyridin-4-yl)-N-(thiazol-2-yl)quinoline-8-carboxamide as a solid (50 mg, 23% yield). MS (ESI) calcd for C21H17N5OS (m/z): 387.12. found: 388 [M+1].

Provenance & Evidence