3-(2-Iodoethyl)-5-methoxy-1-benzofuran → 8-{4-[2-(5-Methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-fluoro-quinoline

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Reaction Steps

8-{4-[2-(5-methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-fluoro-quinoline was prepared by following the procedure outlined in example 21, step 6, starting from 2-(5-methoxy-1-benzofuran-3-yl)ethyl iodide (301 mg, 1 mmol) and 6-fluoro-8-piperazino quinoline (231 mg, 1 mmol). The product was purified by silica-gel column chromatography by eluting it initially with 80% ethyl acetate:hexane and then with 5% methanol:ethyl acetate, yielding a brown low melting solid. Yield: 130 mg (32%); (M+H): 406; 1HNMR (400 MHz, CDCl3); δ 8.83˜8.82 (dd, J1=1.6 Hz, J2=1.6 Hz, 1H); 8.06˜8.05 (dd, J1=1.7 Hz, J2=1.7 Hz, 1H); 7.60˜6.88 (m, 7H); 3.86 (s, 3H); 3.66˜3.56 (broad s, 4H); 2.93˜2.82 (m, 8H).

Provenance & Evidence