Chloromethyl Methyl Ether → HCID 11305377, compound

Participants

Reaction Steps

Furthermore, 5-chloro-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3H-imidazo[4,5-b]pyridine (for R1=morpholinyl, Ic2) was dissolved in dry DMF and treated with NaH at 0° C. After stirring at ambient temperature for 1 h MOMCl and tetrabutyl ammonium iodide were added and the reaction mixture was stirred for about 16 h. The suspension was worked up to obtain the corresponding 5-chloro-3-methoxymethyl-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3H-imidazo[4,5-b]pyridine (Ic4), which was dissolved in morpholine (for R5=morpholin) in an autoclave and heated to about 150° C. for 16 h. The residue was triturated in water whereupon the precipitate was worked up to obtain the corresponding 3-methoxymethyl-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-5-morpholin-4-yl-3H-imidazo[4,5-b]pyridine (Ic5). The corresponding 2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-5-morpholin-4-yl-3H-imidazo[4,5-b]pyridine (Ic1) was obtained by treating with HCl for about 1.5 h.

Provenance & Evidence