final compound 792 mg 87 as a slightly brownish solid 1 h nmr dmso d 6 300 mhz u03b4 ppm 12 20 s broad 1h 9 72 s 1h 7 89 s 1h 7 67 d 1h 7 30 7 15 m 2h 7 04 s 1h 4 65 s broad 2h 3 86 s 3h 3 79 s 3h 3 10 2 80 m 2h 2 19 d 2h 2 14 s 3h 2 05 1 90 m 1h 1 74 d broad 2h 1 25 1 05 m 2h a mixture of 1 fluoro 2 methoxy 4 nitro benzene 1 0 g 5 8 mmol 1h imidazol 4 yl methanol 602 mg 6 1 mmol and cesium carbonate 2 86 g 8 8 mmol in 40 ml of acetonitrile was refluxed overnight the reaction mixture was concentrated in vacuo diluted with water and extracted with ethyl acetate chromatography on si u2014 nh2 isolute using ethyl acetate as an eluent gave the title compound as a yellowish solid 1 h nmr cdcl 3 300 mhz u03b4 ppm 8 00 7 85 m 3h 7 45 d 1h 7 26 d 1h 4 70 s 2h 4 01 s 3h 1 2 methoxy 4 nitro phenyl 1h imidazol 4 yl methanol 500 mg 2 0 mmol and stannous chloride dehydrate 2 35 g 10 4 mmol were suspended in a mixture of 40 ml of ethyl acetate and 20 ml of methanol the reaction mixture was refluxed for 1 hour cooled to room temperature and diluted with acquous sodium hydrogencarbonate solution extraction with ethyl acetate gives the title compound 311 mg 71 as a yellowish viscous oil 1 h nmr cdcl 3 300 mhz u03b4 ppm 7 61 s 1h 7 01 d 2h 6.