반응 #1908193

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2-(3-Iodo-4-isopropyloxyphenyl)-5-(4-bromo-2-methyphenyl)-1,3,4-thiadiazole

DMF

→

desired product

2-(3-Cyano-4-isopropyloxyphenyl)-5-(4-bromo-2-methyphenyl)-1,3,4-thiadiazole

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후처리

1. 1
   농축The reaction was concentrated in vacuo
2. 2
   세척Silica gel chromatography eluting with 10% EtOAc/hexanes

실험 절차

2-(3-Iodo-4-isopropyloxyphenyl)-5-(4-bromo-2-methyphenyl)-1,3,4-thiadiazole (0.78 mmol; 0.4 g, from Step A), zinc cyanide (0.47 mmol, 0.55 g), tris(dibenzylideneacetone)-dipalladium(0) (0.039 mmol, 0.036 g) and 1,1′-bis(diphenylphosphino)-ferrocene (0.094 mmol, 0.052 g) were dissolved in DMF (5 mL) and heated at 120° C. for 3 h. The reaction was concentrated in vacuo. Silica gel chromatography eluting with 10% EtOAc/hexanes yielded 0.25 g of the desired product. ESI-MS (m/z) 416.1; HPLC A: 4.22 min.

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