1-(2-BroMo-4-nitrophenyl)pyrrolidine synthesis

Yield:1260655-13-7 81.3%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 100; for 12 h;

Steps:

A11.136.137.I

Step-Ill -4-nitrophenyl)pyrrolidine (intermediate A 11 - 1 ) [00211] To the stirred solution of l-bromo-2-fluoro-5 -nitrobenzene (0.5g, 2.272 mmol) in DMF (10 mL), was added pyrrolidine (0.20g, 2.954 mmol), followed by K2CO3 (0.94 g, 6.816 mmol). The reaction mixture was heated to 100 °C for 12 h. The reaction mass was diluted with 30 mL of water. The precipitated solid was filtered, dried under vacuum to afford the title product (0.5g, 81.3%) as a yellowish solid. ^lU NMR (400 MHz, chloroform-d) δ 8.39 (d, J= 2.76 Hz, 1H), 8.01 (dd, J= 2.51, 9.29 Hz, 1H), 6.66 (d, J= 9.29 Hz, 1H), 3.58 - 3.74 (m, 4H), 2.00 (td, J= 3.48, 6.34 Hz, 4H); MS(ES): m/z 270.9[M+H]+.

References:

WO2014/39412,2014,A1 Location in patent:Paragraph 00211