BMS-823778 free base synthesis

3synthesis methods

Product Name:BMS-823778 free base
CAS Number:1140897-32-0
Molecular formula:C18H18ClN3O
Molecular Weight:327.81

1,2,4-Triazolo[4,3-a]pyridine, 8-bromo-3-[1-(4-chlorophenyl)cyclopropyl]-

1140898-82-3
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67-64-1
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1140897-32-0
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Yield:1140897-32-0 49%

Reaction Conditions:

Stage #1: 8-bromo-3-(1-(4-chlorophenyl)cyclopropyl)-[1,2,4]triazolo[4,3-a]pyridinewith n-butyllithium in tetrahydrofuran at -78;
Stage #2: acetone in tetrahydrofuran at -78 - 20; for 5 h;

References:

Li, Jun;Kennedy, Lawrence J.;Walker, Steven J.;Wang, Haixia;Li, James J.;Hong, Zhenqiu;O'Connor, Stephen P.;Ye, Xiang-Yang;Chen, Stephanie;Wu, Shung;Yoon, David S.;Nayeem, Akbar;Camac, Daniel M.;Ramamurthy, Vidhyashankar;Morin, Paul E.;Sheriff, Steven;Wang, Mengmeng;Harper, Timothy W.;Golla, Rajasree;Seethala, Ramakrishna;Harrity, Thomas;Ponticiello, Randolph P.;Morgan, Nathan N.;Taylor, Joseph R.;Zebo, Rachel;Maxwell, Brad;Moulin, Frederick;Gordon, David A.;Robl, Jeffrey A. [ACS Medicinal Chemistry Letters,2018,vol. 9,# 12,p. 1170 - 1174] Location in patent:supporting information

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References

54231-41-3 Synthesis

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References