Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate, identified by its CAS Registry Number 144689-93-0, stands as a pivotal pharmaceutical intermediate in the synthesis of vital active pharmaceutical ingredients (APIs). This compound is recognized by various synonyms, including Ethyl 4-(2-Hydroxy-2-propyl)-2-propyl-1H-imidazole-5-carboxylate and 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic Acid Ethyl Ester, underscoring its versatility and importance in chemical nomenclature.

As a pale yellow solid, Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate possesses a molecular formula of C12H20N2O3 and a molecular weight of 240.29900. Its well-defined physical properties include a melting point ranging from 98 to 100°C, a boiling point of approximately 456.2°C at 760mmHg, and a density of 1.131g/cm3. The flash point is 229.7°C, indicating its relative stability under various conditions. For optimal preservation, it is recommended to store this compound sealed dry at temperatures between 2-8°C, ensuring its stability under normal temperatures and pressures.

The primary application of this chemical intermediate lies in the production of Olmesartan Medoxomil. Olmesartan Medoxomil is a widely used medication, specifically an angiotensin II receptor blocker (ARB), prescribed for the treatment of hypertension (high blood pressure). The critical role of Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate as a precursor ensures the availability of this essential cardiovascular drug globally. Its precise molecular structure and reactivity make it an indispensable building block in the complex synthetic pathways required for high-quality pharmaceutical manufacturing.

The synthesis of Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate typically involves a sophisticated chemical process. One common method entails the reaction of diethyl 2-propyl-imidazole-4,5-dicarboxylate, the raw material, with methylmagnesium bromide. This is followed by acidification with a saturated ammonium chloride solution. This carefully controlled reaction sequence yields the desired product with high efficiency, often achieving yields in the range of 85-90%. This robust synthesis route ensures consistent quality and scalability, which are paramount for pharmaceutical-grade intermediates.

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