New downstream synthetic route of 5-Bromobenzo[c][1,2,5]oxadiazole

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromobenzo[c][1,2,5]oxadiazole, and friends who are interested can also refer to it.

Reference of 51376-06-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 51376-06-8 name is 5-Bromobenzo[c][1,2,5]oxadiazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Cesium carbonate (0.46 g), 5-bromo-2,1,3-benzoxadiazole (0.23 g), 2,2′- bis(diphenylphosphino)-1,1′-binapthyl (0.074 g) and tris-(dibenzylideneacetone) dipalladium(O) (0.054 g) were added to a solution of N-{[(5S)-3-(3-fluoro-4-piperazin-1- ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide (0.4 g) (which can be prepared according to Example l(k) in WO 93/23384, at page 14) in dry dimethyl formamide (15 mL) and the reaction mixture was heated at 100 C for 17 hours. The reaction mixture was filtered and the solvent was evaporated. The crude product thus obtained was purified by column chromatography using 2 % methanol in dichloromethane and sonicated in ether to yield the title compound (0.12 g).Melting point: 201-222 C; EIMS (m/z): 455;1HNMR(CDCl3): delta 7.71 (d, 1H), 7.48 (dd, 1H), 7.33 (dd, 1H), 7.12 (dd, 1H), 6.98 (t, 1H), 6.79 (s, 1H), 5.99 (t, 1H), 4.76 (m, 1H), 4.02 (t, 1H), 3.85-3.55 (m, 3H), 3.47 (m, 4H), 3.24 (m, 4H), 2.03 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromobenzo[c][1,2,5]oxadiazole, and friends who are interested can also refer to it.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2006/35283; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary