Potassium Carbonate → 6-[2-(3-Methylpentyl)-2,3,4,5-tetrahydro-1H-benzo[c]azepin-7-yloxy]nicotinamide

Participants

Reaction Conditions

Reaction Steps

Mix 6-(2,3,4,5-tetrahydro-1H-benzo[c]azepin-7-yloxy)nicotinamide (Example 447, Part E, 55.6 mg, 0.20 mmol), K2CO3 (54.2 mg, 0.39 mmol), and 1-bromo-4-methylpentane (43 uL, 0.29 mmol) in DMF (1.0 mL). Heat at 80° C. overnight. Remove DMF azeotropically with xylenes. Purify by flash chromatography, eluting with 70:25:5 EtOAc/CH2Cl2/2.0 M NH3 in MeOH to afford the title compound (43.1 mg, 60%): MS ES+ 368.4 (M+H)+, HRMS calcd for C22H30N3O2 368.2338 (M+H)+, found 368.2330, time 0.39 min; Anal. Calcd for C22H29N3O2.0.1CH2Cl20.1MeOH: C, 70.32; H, 7.87; N, 11.08. Found: C, 70.05; H, 7.52; N, 11.01.

Provenance & Evidence