On May 16, 2019, Blake, James F.; Burgess, Laurence E.; Chicarelli, Mark Joseph; Christensen, James Gail; Cook, Adam; Fell, Jay Bradford; Fischer, John P.; Marx, Matthew Arnold; Mejia, Macedonio J.; Savechenkov, Pavel; Vigers, Guy P.A.; Smith, Christopher Ronald; Rodriguez, Martha E. published a patent.Electric Literature of 175357-98-9 The title of the patent was 5,6,7,8-Tetrahydropyrido[3,4-d]pyrimidine derivatives as KRas G12C inhibitors and their preparation. And the patent contained the following:
The invention relates to compounds of formula I that inhibit KRas G12C. The invention relates to compounds of formula I that irreversibly inhibit the activity of KRas G12C, pharmaceutical compositions comprising the compounds and methods of use therefor. Compounds of formula I wherein L is a bond, CO and C1-3 alkylene; ring X is a 4- to 12-membered (mono/spiro)cyclic or bridged ring; Y is a bond, O, S and NH and derivatives; R1 is (un)substituted alkenoyl, (un)substituted alkynoyl, (un)substituted ethenylsulfonyl, etc.; R2 is H, alkyl, hydroxyalkyl, aryl, etc.; R3 is C1-3 alkyl, oxo, haloalkyl, etc.; R4 is H, cycloalkyl, aryl, etc.; n is 0, 1 and 2; and pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by a multistep procedure (procedure given). The invention compounds were evaluated for their KRas G12C inhibitory activity. From the assay, it was determined that compound II exhibited > 25 % inhibition at 5 μM concentration The experimental process involved the reaction of 4-Chloro-6-fluoropyrido[3,4-d]pyrimidine(cas: 175357-98-9).Electric Literature of 175357-98-9
The Article related to pyridopyrimidine preparation kras g12c inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Electric Literature of 175357-98-9
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia