4'-(2-Butyl-4-chloro-5-formylimidazol-1-ylmethyl)biphenyl-2-carbonitrile

Abstract

The title compound, C22H20ClN3O, (I), is used as an inter­mediate for the synthesis of the antihypertensive drug losartan. Bond lengths and angles are unexceptional. The crystal packing is stabilized by one C—H·O and one C—H·N contact. It is noteworthy that (I) is isomorphous with a closely related compound which differs in having a but‐2‐en­yl chain instead of a but­yl chain on the imidazole ring.

2-(4-Methylphenyl)benzonitrile

“…For the synthesis of pharmaceutically active compounds, see: Gillis & Markham (1997); Markham & Goa (1997). For related structures, see: Gerkin (1998); Narasegowda et al (2005); Yathirajan et al (2005). For standard bond lengths, see Allen et al (1987).…”

“…(Gillis & Markham, 1997;Markham & Goa, 1997). The crystal structures of 4,4′-dimethylbiphenyl-2,2′-dicarboxylic acid (Gerkin, 1998), 4′-methylbiphenyl-2-carboxylic acid (Narasegowda et al, 2005) and 4′-(2-butyl-4-chloro-5-formylimidazol-1-ylmethyl)biphenyl-2-carbonitrile (Yathirajan et al, 2005) have been reported. In view of its importance in order to determine the conformation of this molecule, a crystal structure determination of (I) is reported.…”

2,2-Diphenyl-4-(piperidin-1-yl)butanamide

“…For the biological activity and pharmaceutical applications of compounds similar to the title compound, see: Guzel et al (2006). For related structures, see: Akkurt et al (2007); Dutkiewicz et al (2010); Gerkin (1998); Krigbaum et al (1968); Narasegowda et al (2005); Yathirajan et al (2005). For standard bond lengths, see Allen et al (1987).…”

“…The synthesis and antimycobacterial activity of some new related 2,2-diphenylacetamide derivatives has been described (Guzel et al, 2006). The crystal structures of N,N-diphenylacetamide (Krigbaum et al, 1968), 4,4′-dimethylbiphenyl-2,2′-dicarboxylic acid (Gerkin, 1998), 4′-methylbiphenyl-2-carboxylic acid (Narasegowda et al, 2005) and 4′-(2-butyl-4-chloro-5-formylimidazol-1-ylmethyl) biphenyl-2-carbonitrile (Yathirajan et al, 2005), 2-hydroxy-N-(3-oxo-1-thia-4-azaspiro[4.5]dec-4-yl)-2,2-diphenylacetamide (Akkurt et al, 2007) and 2-chloro-N-[4-chloro-2-(2-chlorobenzoyl) phenyl]acetamide (Dutkiewicz et al, 2010) have been reported. In view of the importance of the title compound, (I), C 21 H 26 N 2 O, a new crystal structure determination is reported.…”