Acetyl chloride → HCID 24801300, compound

Participants

Reaction Steps

A mixture of 0.070 g (0.173 mmol) [7-(4-aminomethyl-phenyl)-benzooxazol-2-yl]-(3,4,5-trimethoxy-phenyl)-amine (example 29), 1 ml pyridine and 0.016 g (0.199 mmol) acetyl chloride is stirred for 1.5 h at room temperature. Then the reaction mixture is poured on water and extracted 2× with EtOAc. The combined organic layers are washed with water and 0.1N NaOH solution, dried over MgSO4, filtered and the filtrate is concentrated in vacuo and co-evaporated twice with toluene. The residue is purified by crystallization from dichloromethane/diethyl ether to afford the title compound as a light brown solid. Rt=2.12 min (Waters Symmetry C8, 2.1×50 mm, detection 210-250 nM, 5% to 100% CH3CN in H2O in 2 min+0.05% TFA, flow rate 1.0 ml/min); MS: 448 (M+1)+; m.p. 237-239° C.

Provenance & Evidence