On October 14, 1999, Matsuno, Kenji; Nomoto, Yuji; Ichimura, Michio; Ide, Shin-ichi; Oda, Shoji published a patent.COA of Formula: C7H3ClFN3 The title of the patent was Preparation of nitrogenous heterocyclic compounds for inhibiting phosphorylation of PDGF receptors. And the patent contained the following:
Nitrogenous heterocyclic compounds [I; W = 1,4-piperazinediyl, etc.; U = NR1R2 (wherein R1 = H, (un)substituted alkyl, etc.; R2 = H, etc.), OR4 or SR5 (wherein R4, R5 = (un)substituted alkyl, alicyclic alkyl, heterocyclic, etc.); V = O, S, NR6, or CR7R8 (wherein R6 = R1, cyano, OH, NO2, etc.; R7, R8 = H, cyano, NO2, etc.); at least one of X, Y, and Z = N and the remainder are the same or different and each represents N or CRA (wherein RA = R1, halo, cyano, NO2, etc.); and D1, D2, D3, and D4 each independently = N, O, S, CRB (wherein RB = RA), etc. or any adjacent two of D1-D4 in combination = N, O, S, etc.] or pharmacol. acceptable salts thereof, effective in inhibiting phosphorylation of PDGF receptors and in treating cell proliferation diseases such as arteriosclerosis, vascular reocclusion, cancers, glomerulosclerosis, etc., are prepared CF3CO2H was added to a solution of tert-Bu 4-[(4-phenoxyphenyl)carbamoyl]-1-piperazinecarboxylate in CH2Cl2 with stirring under cooling, the concentrate was dissolved in DMF containing Et3N and the solution was treated with 6-chloropurine under Ar at room temperature to give 71% N-(4-phenoxyphenyl)-4-(6-purinyl)-1-piperazinecarboxamide, which showed IC50 of 0.29 μM against phosphorylation of PDGF receptor. Four addnl. I showed 66-95% inhibition. Tablet, powder and syrup formulations were given. The experimental process involved the reaction of 4-Chloro-6-fluoropyrido[3,4-d]pyrimidine(cas: 175357-98-9).COA of Formula: C7H3ClFN3
The Article related to phosphorylation inhibitor pdgf piperazinylquinazoline piperazinylpurine heterocyclylpiperazine preparation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.COA of Formula: C7H3ClFN3
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia