3,4,5-Trimethoxyaniline → HCID 67479322, compound

Participants

Reaction Steps

To a solution of 2,4-dichloro-5-methylpyrimidine (Sigma-Aldrich, 1 g, 6.13 mmol) and TEA (0.855 mL, 6.13 mmol) in EtOH (6.39 mL) was added ethyl piperidine-3-carboxylate (0.993 mL, 6.13 mmol) in EtOH (1.278 mL). The reaction was then allowed to stir at room temperature. After 4 hours, 3,4,5-trimethoxyaniline (1.124 g, 6.13 mmol) was added and the reaction was heated in the microwave to 150° C. for 30 minutes. The reaction was then cooled to room temperature and concentrated to dryness. The residue was adsorbed onto a plug of silica gel and purified by chromatography through a 100 g silica gel column, eluting with 10% to 100% EtOAc in hexanes to provide 8.1. ESI-MS M+H 430.8.

Provenance & Evidence