Expedient Synthesis of Rupatadine

Efficient synthesis of 3-(bromomethyl)-5-methylpyridine hydrobromide

“…Then the reduction of 2 carried out with sodium borohydride in methanol furnished (5-methylpyridin-3-yl)methanol (3). Lithium aluminum hydride can also be used as the reducing agent [8][9][10][11]; however, the use of LiAlH 4 is not suitable for a large-scale preparation. With sodium borohydride, regardless of the reaction scale, the conditions are mild and the preparation is not hazardous [12][13][14].…”

Rupatadine

“…In vitro metabolism studies indicate that rupatadine is metabolized mainly by the cytochrome P-450 in liver (Merlos et al, 1997). In view of the importance of the title compound, (I), C 26 H 26 ClN 3 , we have synthesized rupatadine free base based on a reported method (Agarwal et al, 2008) and its single crystal structure is reported herin.…”

“…3). The reaction mass was heated to 313-318 K and stirred for 10-12 h (Agarwal et al, 2008). The reaction mass was cooled to 298-303 K and the inorganic material filtered.…”