(2-Methoxyethyl)(methyl)amine → 4-{[(2-methoxy-ethyl)-methyl-amino]-methyl}-N-{4-methoxy-7-[(2-methoxy-ethyl)-methyl-amino]-benzothiazol-2-yl}-benzamide dihydrochloride

Participants

Reaction Steps

A mixture of 100 mg (0.24 mmol) 4-chloromethyl-N-{4-methoxy-7-[(2-methoxy-ethyl)-methyl-amino]-benzothiazol-2-yl}-benzamide and 212 mg (2.38 mmol) N-(2-methoxyethyl)methylamine was ultrasonicated at room temperature for 30 minutes. The reaction mixture was then concentrated it vactio and the residue purified by flash chromatography (ethyl acetate). The product-containing fractions were concentrated in vactio and the residue stirred with HCl in ether and ethyl acetate. The resulting crystals were collected by filtration and washed with ether to afford 110 mg (91%) 4-{[(2-methoxy-ethyl)-methyl-amino]-methyl}-N-{4-methoxy-7-[(2-methoxy-ethyl)-methyl-amino]-benzothiazol-2-yl}-benzamide dihydrochloride as a white crystalline solid. ES-MS m/e (%): 473 (M+H+, 100).

Provenance & Evidence