Piperidine → HCID 68276037, compound

Participants

Reaction Steps

To a mixture of (E)-3-(5-bromo-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl)acrylaldehyde (385 mg, 1.1 mmol) and piperidine (160 μL, 1.6 mmol) in 1,2-dichloroethane (5 mL) was added sodium triacetoxyborohydride (340 mg, 1.6 mmol). The mixture and stirred at r.t for 2.5 h and a saturated solution of ammonium chloride (10 mL) was added. The separated aqueous layer was then extracted with dichloromethane (3×25 mL). The combined organic layers were washed with brine, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure to afford a residue which was purified by automated flash-chromatography (methanol/dichloromethane; 15/85). The title compound was obtained as a bright yellow solid (354 mg, 77%). LCMS m/z 426.1; 428.1 (weak) (M+H)+341.0; 343.0 (strong), ret time=2.15 min.

Provenance & Evidence