Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 86671464, compound

Participants

Reaction Conditions

Reaction Steps

To a round bottom flask was added 13-bromo-4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca1(14),2,4,10,12-pentaene (1.6 g, 4.3 mmol), N,O-dimethylhydroxylamine hydrochloride (0.62 g, 6.4 mmol), Pd(OAc)2 (95 mg, 0.43 mmol), Xantphos (0.49 g, 0.85 mmol), TEA (1.3 g, 13 mmol) and toluene (20 mL). After being purged with CO three times, the mixture was heated at 80° C. overnight. The solid was filtered off, the filtrate was concentrated and purified by silica gel chromatography eluting with EtOAc/petroleum ether (1:1) to give N-Methoxy-N-methyl-4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca1(14),2,4,10,12-pentaene-13-carboxamide (800 mg, 50% yield) as a yellow solid. LCMS (ESI) m/z: 383.3 [M+H+].

Provenance & Evidence