Triphosgene → HCID 18386643, compound

Participants

Reaction Steps

To a mixture of [3-Aminomethyl-6-methyl-2-(2,4,6-trimethyl-phenoxy)-pyridin-4-yl]-(1-ethyl-propyl)-amine (100 mg, 0.292 mmol) in dry THF was added triphosgene (34 mg, 0.114 mmol) at 0° C. The reaction mixture was allowed to gradually warm to rt and stir for 2 h. The mixture was quenched with water and extracted with ethyl acetate. The organic layer was dried and concentrated to dryness to give 130 mg of a clear oil. The solid was purified through silica gel column chromatography using 10% EtOAc in hexane as eluent to give 89 mg (82.4%)of the title compound as a white crystalline solid, mp 197-199° C. 1H NMR (CDCl3) d 6.86(s,2H), 6.44(s,1H), 5.14(brs,1H), 4.49(s,2H), 4.20(m,1H), 2.28(s,3H), 2.22(s,3H), 2.04(s,6H), 1.67(m,4H), 0.94(t,6H)ppm.

Provenance & Evidence