CAS 171887-03-9: N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide

N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide

N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide is a heterocyclic amide that has been used as a precursor to formyl amides. It is synthesized by the chlorination of malonic acid and subsequent reaction with diethyl 2,4,6-trichloropyrimidine. This process can be carried out in two steps using an inorganic base as a catalyst for the second step. The synthesis of N-(2-amino-4,6-dichloro-5-pyrimidinyl)formamide from malonic acid proceeds in three steps: Step 1: Chlorinating malonic acid with thionyl chloride Step 2: Reaction with diethyl 2,4,6-trichloropyrimidine Step 3: Purification The reaction time for this process is approximately 4 hours. The product is purified by recry

Impurity Abacavir - In House Impurity Applications N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide (Abacavir - In House Impurity) is an intermediate of Abacavir (A105000). Abacavir is a carbocyclic 2'-deoxyguanosine nucleoside reverse transcriptase inhibitor and an anti-HIV drug used to treat HIV infection (1). Intracellular enzymes convert Abacavir to its active form, carbovir-triphosphate (CBV-TP), which then selectively inhibits HIV reverse transcriptase by incorporating into viral DNA (2). Abacavir is metabolized in the liver by uridine diphosphate glucuronyltransferase and alcohol dehydrogenase resulting in inactive glucuronide and carboxylate metabolites, respectively. References (1) Jackson, A., et al.: Antivir Ther. 17, 19 (2012) (2) Yuen, G. J., et al.: Clin Pharmacokinet. 47, 351 (2008)