Ethanol → HCID 118195137, compound

Participants

Reaction Steps

A mixture of 5-bromo-6-(1,4-diazepan-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 145.1, 51 mg, 0.111 mmol), pyridin-3-ylboronic acid (13.6 mg, 0.111 mmol), and Na2CO3 (35 mg, 0.333 mmol) in a mixture of DME (2.4 mL), EtOH (0.32 mL) and water (0.48 mL) was flushed with argon. Pd(PPh3)2Cl2 (4 mg, 0.005 mmol) was added and the mixture was subjected to MW irradiation at 125° C. for 20 min. The vial was cooled to RT and the RM was evaporated to dryness under reduced pressure to give a residue that was triturated with THF and filtered. The filtrate was evaporated to dryness under reduced pressure and the crude product was purified by preparative LC-MS. TFA was removed using a SPE PL-HCO3 (StratoSpheres™) cartridge to afford the title compound. UPLC-MS (Condition 8) tR=1.7 min, m/z=458.1 [M+H]+, m/z=456.2 [M−H]−.

Provenance & Evidence