Pemetrexed impurity is a pyrimidine-based heterocyclic compound featuring a substituted pteridine core fused to a methylene-bridged pyrimidine ring. Its structure incorporates multiple nitrogen-containing heterocycles, a carboxamide functional group, and a methoxy substituent, with an extended side chain containing an ester linkage and a terminal hydroxyl group. This compound arises as a process-related byproduct during the synthesis of the parent drug, generated via a side reaction during the coupling of the pyrimidine and pteridine moieties. It serves as an HPLC reference standard for monitoring synthetic pathway purity in pemetrexed manufacturing.
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InChI=1S/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t13-/m0/s1
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