Dimethylformamide → HCID 23042541, compound

Participants

Reaction Steps

A mixture of the product of Example 31, Part A, 1-chloro-7-methyl-3-(1-naphthalenyl)-isoquinoline (2.00 g, 6.58 mmol), N,N,N'-trimethylethanediamine (1.7 mL, 13.4 mmol), and potassium carbonate (2.75 g, 19.9 mmol) in DMF (5 mL) was refluxed overnight. The reaction mixture was cooled to room temperature, diluted with water, and extracted with methylene chloride. The combined organic extracts were washed with water, dried, and concentrated. The residue was purified by flash chromatography with 1:1 hexane-ethyl acetate to afford the title compound (2.08 g, 5.63 mmol, 86% yield) as an oil: IR(CHCl3) 3052, 1591 cm-1 ; MS m/e 370(M+ +H); 1H NMR(CDCl3) δ 8.23-8.37(m,1H), 8.03(s,1H), 7.80-7.97(m,2H), 7.63-7.79(m,2H), 7.33-7.62(m,5H), 3.62(t,J=7 Hz,2H), 3.13(s,3H), 2.80(t,J=7 Hz,2H), 2.60(s,3H), 2.30(s,6H).

Provenance & Evidence