Structural modifications to tetrahydropyridine-3-carboxylate esters en route to the discovery of M5-preferring muscarinic receptor orthosteric antagonists

…, KB Siripurapu, A Deaciuc…

Index: Augelli-Szafran, Corinne E.; Blankley, C. John; Jaen, Juan C.; Moreland, David W.; Nelson, Carrie B.; Penvose-Yi, Jan R.; Schwarz, Roy D.; Thomas, Anthony J. Journal of Medicinal Chemistry, 1999 , vol. 42, # 3 p. 356 - 363

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Citation Number: 12

Abstract

... a Reagents and conditions: (a) H 2 , 10% Pd/C (5 w/w%), EtOH; (b) (BOC) 2 O, Et 3 N, CH 2 Cl 2 ; (c) Tf 2 O, i-Pr 2 NH, CH 2 Cl 2 , −78 °C; (d) PhB(OH) 2 , Pd(PPh 4 ) 3 , Na 2 CO 3 (2.0 M), THF, 65 °C; (e) TFA/CH 2 Cl 2 (1:1); (f) EtI, K 2 CO 3 , EtOH; (g) 10% KOH (aq ...