Kilogram Synthesis of a Second-Generation LFA-1/ICAM Inhibitor

AJ DelMonte, Y Fan, KP Girard, GS Jones…

Index: Zhang, Huiping; Watterson, Scott H.; Xiao, Zili; Dhar, T. G. Murali; Balasubramanian, Balu; Barrish, Joel C.; Chen, Bang-Chi Organic Process Research and Development, 2010 , vol. 14, # 4 p. 936 - 938

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Abstract

... mL/g of 1 M NaOH solution to remove the 0.5 equiv of the DTTA.(12) Following a 5 mL/g aqueous wash, the organic layer was ... 5a from 4b. Addition of solid tert-butyl nicotinic ester 3 to 4a with 2.5 equiv of DIPEA and heating the reaction at 112 °C for 18 h in dimethylacetamide ...

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