1H-Benzimidazole-7-carboxylic acid, 2-ethoxy-1-[[2′-(2H-tetrazol-5-yl)[1,1′-biphenyl]-4-yl]methyl]-, methyl ester

Preparation of 2-ethoxy-1-[[2'-(1H-tetrazol-5-yl)[1, 1'-biphenyl]-4-yl]methyl]- lH-benzimidazole-7-carboxylic acid methyl ester To 2-ethoxy-1-[[2'-cyano [l, 1'-biphenyl] -4-yl] methyl]-lH-benzimidazole-7- carboxylic acid methyl ester of Formula IV (310 g) in toluene (2.48 L) added tributyltin chloride (737 g) and sodium azide (146 g) and tetrabutyl ammonium bromide (31 g). The resultant mass was slowly heated to 110°C and maintained for 24 hours at 110-115°C. The reaction was monitored by TLC and after completion of reaction, the reaction mass was cooled to 15°C. Added methanol (3.1 L) and water (2.17 L) to the reaction mass followed by addition of acetic acid (930 g). The resultant mixture was stirred at 15-20°C for 1 hour to allow separation of the product. Charged toluene (1.24 L) at 15-20°C and filtered the reaction mass. Washed the cake thoroughly with water (0.93 L) to completely remove the acidity (until the pH of the washing is between about 5.5 to about 7.0). Washed the cake with toluene (0.62 L) and suck dried. Air dried the product at 50-55°C to afford the title compound. Yield: 290 g (85percent)EXAMPLE 5

Molecular Weight:454.5
XLogP3:4.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:8
Exact Mass:454.17533859
Monoisotopic Mass:454.17533859
Topological Polar Surface Area:108
Heavy Atom Count:34
Complexity:675
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes