Practical Synthesis of A Benzophenone-Based NNRT Inhibitor of HIV-1

…, D Krishnamurthy, JA O'Meara, S Landry…

Index: Wang, Xiao-Jun; Zhang, Li; Sun, Xiufeng; Lee, Heewon; Krishnamurthy, Dhileepkumar; O'Meara, Jeff A.; Landry, Serge; Yoakim, Christiane; Simoneau, Bruno; Yee, Nathan K.; Senanayake, Chris H. Organic Process Research and Development, 2012 , vol. 16, # 4 p. 561 - 566

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Citation Number: 4

Abstract

A convergent synthesis of NNRTI 1 is described. The key step involves a direct coupling of acid chloride 4 with Grignard reagent 11 in the presence of bis [2-(N, N-dimethylamino) ethyl] ether that moderates the reactivity of the Grignard reagent to give benzophenone 7. An efficient 2-step process for the preparation of 2-fluoro-3-methyl-4-aminobenzoic acid (3) is also described.