Triethylamine → HCID 18940670, 화합물

참여 물질

반응 단계

5-(pyrid-2-yl)thiophene-2-carboxylic acid (0.279 g; 1.36 mmol) was heated at reflux in thionyl chloride (8 ml) for 1 hour, cooled, evaporated in vacuo and the residue azeotroped with toluene. The orange residue was redissolved in CH2Cl2 (10 ml) and treated with dry triethylamine (0.19 ml; 1.36 mmol) and 4-methoxy-3-(4-methyl-1-piperazinyl)benzenamine (0.3 g;1.36 mmol). The solution was stirred under Ar (18 hours), evaporated in vacuo and partitioned satd. K2CO3 (aq)/EtOAc. The organic phases were combined, dried over Na2SO4, filtered and the filtrate evaporated in vacuo to a brown gum. The gum was purified by flash silica-gel chromatography and eluted with 2%MeOH/CHCl3 to yield the title compound as a orange gum (0.37 g;67%), which was converted to the oxalate salt, mp=131° C.(dec).

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