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filingDate 2012-09-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 2014-04-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-087793-A1
titleOfInvention SUBSTITUTED BENZOFURAN COMPOUNDS AND METHODS FOR THE USE OF THE SAME IN THE TREATMENT OF VIRAL DISEASES
abstract Useful as inhibitors of the hepatitis C virus NS5B polymerase (HCV), the synthesis of such compounds, and the use of such compounds for the inhibition of the activity of the HCV NS5B polymerase, for the treatment or prevention of HCV infections and for inhibition of viral HCV replication and / or viral production in a cell-based system. Claim 1: A compound having the formula (1) or a pharmaceutically acceptable salt thereof, wherein: A is a residue of formula (2) or (3), wherein A may be attached to the benzofuran moiety of formula (1) through any of the carbon atoms in the group A ring; L is N or CH; M is N or CH; Q is -CH (R⁴ᵇ); U is -N (R⁵) -, O, S or -C (R⁴ᵇ) ₂-; V is -N- or -C (R⁴ᵃ) -; W is -N- or -C (R⁴) -; or the group -W = V-U- is -NH-C (O) -N (R⁵) -; one of Y¹ and Y² is -N- or -C (R¹⁰) -, and the other of Y¹ and Y² is a carbon atom and represents the point of attachment of the rest of benzofuran represented in the formula (1); X and Z are each independently -N- or -C (R¹⁰) -; R¹ represents up to 4 optional ring substituents, which may be the same or different, and are independently selected from halo, C₁₋₆ alkyl, C₁₋₆ haloalkyl, phenyl, 3 to 7 membered monocyclic cycloalkyl, -O- (C₁₋₆ alkyl ), -O- (C₁₋₆ haloalkyl) and -CN; R² is -C (O) N (R⁶) (R⁷); R³ is 5 or 6 membered heterocycloalkyl or -N (R⁸) -S (O) ₙ-R⁹, wherein said 5 or 6 membered heterocycloalkyl may optionally have one of its ring carbon atoms replaced with a carbonyl group ; R⁴ is selected from H, halo, C₁₋₆ alkyl, C₁₋₆ haloalkyl, -O- (C₁₋₆ alkyl), -O- (C₁₋₆ haloalkyl), C₁₋₆ hydroxyalkyl, -C (O) O- (C₁₋₆ alkyl), - (C₁₋₆ alkylene) ʳ-aryl, - (C₁₋₆ alkylene) ʳ- (3 to 7 membered monocyclic cycloalkyl), - (C₁₋₆ alkylene) ʳ- (monocyclic heterocycloalkyl of 4 to 7 members), - (C₁₋₆ alkylene) ₙ- (5 or 6 membered monocyclic heteroaryl) and - (C₁₋₆ alkylene) ʳ- (9 or 10 membered bicyclic heteroaryl), wherein said aryl group , said 3 to 7 membered monocyclic cycloalkyl group, said 4 to 7 membered monocyclic heterocycloalkyl group, said 5 or 6 membered monocyclic heteroaryl group and said 9 or 10 membered bicyclic heteroaryl group may be optionally substituted with up to 3 groups, which they may be the same or different, and are selected from halo, C₁₋₆ alkyl, C₁₋₆ haloalkyl, phenyl, monocyclic cycloalkyl of 3 to 7 members os, -O- (C₁₋₆ alkyl), -O- (C₁₋₆ haloalkyl), -S (O) ₂- (C₁₋₆ alkyl), -C (O) O- (C₁₋₆ alkyl), C₁₋₆ and -CN hydroxyalkyl; R⁴ᵃ is selected from H, C₁₋₆ alkyl, 3 to 7 membered cycloalkyl, 5 or 6 membered monocyclic phenyl and heteroaryl, wherein said 3 to 7 membered cycloalkyl group, said phenyl group and said 5-monocyclic heteroaryl group or 6 members may be optionally substituted with up to 2 groups, which may be the same or different, and are selected from C₁₋₆ alkyl, C₁₋₆ haloalkyl, halo, -CN, -O- (C₁₋₆ alkyl) and -O - (C₁₋₆ haloalkyl); each occurrence of R⁴ᵇ is independently selected from H, C₁₋₆ alkyl, 3-7 membered cycloalkyl, 5 or 6 membered monocyclic phenyl and heteroaryl, wherein said 3-7 membered cycloalkyl group, said phenyl group and said group 5 or 6-membered monocyclic heteroaryl may be optionally substituted with up to 2 groups, which may be the same or different, and are selected from C₁₋₆ alkyl, C₁₋₆ haloalkyl, halo, -CN, -O- (C₁₋₆ alkyl ) and -O- (C₁₋₆ haloalkyl); each occurrence of R⁵ is independently selected from H, C₁₋₆ alkyl, C₁₋₆ hydroxyalkyl, -C (O) O- (C₁₋₆ alkyl), - (C₁₋₆ alkylene) ʳ-phenyl, - (C₁₋ alkylene ₆) ʳ- (3 to 7 membered monocyclic cycloalkyl), - (C₁₋₆ alkylene) ʳ- (4 to 7 membered monocyclic heterocycloalkyl), - (C₁₋₆ alkylene) ʳ- (5 or 6 membered monocyclic heteroaryl ) and - (C₁₋₆ alkylene) ʳ- (9 or 10 membered bicyclic heteroaryl), wherein said phenyl group, said 3 to 7 membered monocyclic cycloalkyl group, said 4 to 7 membered monocyclic heterocycloalkyl group, said group 5 or 6 membered monocyclic heteroaryl and said 9 or 10 membered bicyclic heteroaryl group may be optionally substituted with up to 3 groups, which may be the same or different, and are selected from halo, C₁₋₆ alkyl, C₁₋₆ haloalkyl, phenyl , 3- to 7-membered monocyclic cycloalkyl, -O- (C₁₋₆ alkyl), -O- (C-haloalkyl ₋₆), -S (O) ₂-C₁₋₆ alkyl, -C (O) O- (C₁₋₆ alkyl), C₁₋₆ and -CN; R⁶ and R⁷ are each independently selected from hydrogen, C₁₋₆ alkyl, phenyl, 3 to 7 membered monocyclic cycloalkyl, 3 to 7 membered monocyclic heterocycloalkyl and 5 or 6 membered monocyclic heteroaryl; and R⁸ is selected from H, C₁₋₆ alkyl and monocyclic cycloalkyl of 3 to 7 members; R⁹ is selected from H, C₁₋₆ alkyl, C₁₋₆ haloalkyl, phenyl, 3 to 7 membered monocyclic cycloalkyl, 3 to 7 membered monocyclic heterocycloalkyl and 5 or 6 membered monocyclic heteroaryl; each occurrence of R¹⁰ is independently selected from H, halo, C₁₋₆ alkyl, C₁₋₆ haloalkyl, -O- (C₁₋₆ alkyl), -O- (C₁₋₆ haloalkyl) and -CN; each occurrence of n is independently 1 or 2; and each occurrence of r is independently 0 or 1.
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Total number of triples: 45.