Piperidine → HCID 46909458, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 174 mg (0.47 mmol) (S)—N-(1-(4-bromophenyl)ethyl)-2-methyl-1,8-naphthyridine-3-carboxamide, 11 mg (0.012 mmol) Pd2dba3 and 23 mg (0.048 mmol) XPhos in 3.5 ml DME was stirred an degassed at room temperature for 5 min in a thick walled sealable tube. 250 mg (1.18 mmol) K3PO4 and 52 μl (0.52 mmol) piperidine were added. The tube was sealed and heated at 80° C. over night. The reaction mixture was cooled to room temperature and filtered through a pad of silica with CH2Cl2/MeOH 9:1. The filtrate was concentrated and purified with flash chromatography (SiO2, CH2Cl2/MeOH 30:1) to give 54 mg (31%) of the title compound.

Provenance & Evidence