ORGANIC SPECTROSCOPY INTERNATIONAL: 4-(3-(4-Cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4- thioxoimidazolidin-l-yl)butanoic acid

Example 14; 4-(3-(4-Cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4- thioxoimidazolidin-l-yl)butanoic acid

RU59063 (145 mg, 0.38 mmol) was dissolved in 2 mL DMF, charged with PDC (1.4 g, 3.7 mmol) and stirred for 48 hours, upon which time the mixture was quenched with 10 mL 1 M HCL and extracted into Et₂0 (5 X 25 mL). The combined organic layers were washed with brine (1 X 100 mL), dried with Na₂S0₄ and concentrated down to yield 135 mg (90% yield) pure product.

H NMR (300 MHz, CDC1₃) δ 7.94 (d, J= 8.3, 1H), 7.88 (s, 1H), 7.77 (d, J= 8.2, 1H), 3.82 - 3.65 (m, 2H), 2.50 (s, 2H), 2.14 (s, 2H), 1.59 (s, 6H);

¹³C NMR (126 MHz, CDC1₃) δ 178.6, 177.4, 175.3, 175.2, 137.1, 135.2, 133.5 (q, J = 32.1), 132.1, 127.0 (q, J= 4.7), 121.8 (q, J= 276.2), 114.9, 1 10.1, 65.2, 43.3, 31.7, 23.1 ;

LRMS (ESI) 421.2
(M+Na)⁺.

http://www.google.com/patents/WO2013170147A1?cl=en