e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Synthesis of 3-aminopyrazinone mediated by 2-pyridylthioimidate-ZnCl2 complexes. Development of an efficient route to a thrombin inhibitor
…, L DiMichele, DJ Mathre, JR Chilenski…
Index: Chung, John Y. L.; Cvetovich, Raymond J.; Tsay, Fuh-Rong; Dormer, Peter G.; DiMichele, Lisa; Mathre, David J.; Chilenski, Jennifer R.; Mao, Bing; Wenslow, Robert Journal of Organic Chemistry, 2003 , vol. 68, # 23 p. 8838 - 8846
A six-step preparation of thrombin inhibitor drug candidate 1 from pyrazinone 7 in 47% overall yield is described. The problem of low reactivity between weak amine nucleophile 4 and poor electrophile 3-bromopyrazinone 17 was overcome with the use of pyridinylthioimidate 27 in the presence of ZnCl2 to afford adduct 3 in high yield. Several zinc complexes were characterized by solution and solid-state NMR and X-ray crystallographic ...
[Ashwood, Michael S.; Alabaster, Ramon J.; Cottrell, Ian F.; Cowden, Cameron J.; Davies, Antony J.; Dolling, Ulf H.; Emerson, Khateeta M.; Gibb, Andrew D.; Hands, David; Wallace, Debra J.; Wilson, Robert D. Organic Process Research and Development, 2004 , vol. 8, # 2 p. 192 - 200]
[Ashwood, Michael S.; Alabaster, Ramon J.; Cottrell, Ian F.; Cowden, Cameron J.; Davies, Antony J.; Dolling, Ulf H.; Emerson, Khateeta M.; Gibb, Andrew D.; Hands, David; Wallace, Debra J.; Wilson, Robert D. Organic Process Research and Development, 2004 , vol. 8, # 2 p. 192 - 200]
