9-methoxy-4H-thieno[2,3-c]isoquinolin-5-one → 2-Dimethylaminomethyl-9-methoxythieno[2,3-c]isoquinolin-5(4H)-one hydrochloride

Participants

Reaction Steps

9-Methoxythieno[2,3-c]isoquinolin-5(4H)-one (Pellicciari, R., et al., Farmaco, 2003, 58, 851-858) (0.20 g, 0.86 mmol), was dissolved in a mixture of dry DMF (1 ml) and dry MeCN (2 ml) and treated with N,N-dimethyl(methylene)ammonium chloride (1.2 mmol) prepared according to a known procedure (Kinast, G. et al. Angew. Chem. Int. Ed. Engl. 1976, 15, 239-240. Bohme, H et al. Chem. Ber. 1960, 93, 1305). The reaction mixture was refluxed overnight. The formed solid was then filtered and washed with dry diethyl ether to give title compound (83% yield) as a solid. mp 264-265° C.

Provenance & Evidence