2-methyl-1-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]-1H-indole compound the treatment of cognitive and sleep disorders

Abstract

The present invention relates to a compound of the general formula: Wherein spacer is Y is CH or N, provided that if Y is CH then n is 0-2; if Y is N then n is 2-4; if Y is CH then R1 and R2 taken together are -(CH2)a-NR11 -(CH2)2-where a is 1-2 which when taken together with Y form a piperidine or pyrrolidine ring which is optionally substituted with 1-3 groups selected from fluoro, fluoroalkyl, (C1-C4)alkyl, alkoxy, aryl, (C3-C7)cycloalkyl, heterocycloalkyl containing 1-2 hetero atoms selected from (O, S) and (C1-C5)alkyl-O-(C1-C5)aIky; and if Y is N then R1 and R 2 independently are (C1-C5)alkyl or (C3-C6)cycIoaIkyl, or R1 and R2 taken together with the nitrogen to which they are attached form a 5-7 member heterocyclic ring system with 0-1 additional hetero atoms selected from O and S which is optionally substituted with 1-3 (C1-C5)alkyl, fluoroalkyl or (C3-C6)cycloalkyl groups, or R1 and R2 taken together are- (CH2)a-NR11 -(CH2)2-, where a is 2-3, which when taken together with Y form a piperazine or homopiperazine ring which is optionally substituted with 1-3 groups selected from fluoro, fluoroalkyl, (C1-C4)alkyl, alkoxy, aryl, (C3-C7)cycloalkyl, heterocycloalkyl containing 1-2 hetero atoms selected from (O, S) and (C1-C5)alkyl-O-(C1-C5)alkyl; R3 is 0-2 of groups selected from halogen, (C1-C6)alkyl, ((C1-C6) alkoxy, (C3-C7)cycloalkyl, (C3-C7)cycloalkyl-(C1-C6)alkyl, heterocycloalkyi containing 1-3 hetero atoms selected from (O, S) and (C1-C3)alkyl-O-(C1-C5)aIkyl; R4 and R5 are selected independently from H, (C1-Cs)alkyl, (C1-C6)alkoxy, (C1-C6)alkyl-O-(C1-C5)alkyl, (C3-C6)cycloalkyl, aryl, CF3 and halogen; R6 is CON R^RVCC H2),-O-R 9 , alkyl, fluoroalkyl or SO2N R7 R 8 ; x is 1-4; R7 and R8 independently are hydrogen, (C1-C6)alkyl or (C3-C6)cycloaIkyl, or R7 and R8 together with the nitrogen to which they are attached form a 5-7 member heterocyclic ring system with 0-1 additional hetero atoms selected from O, S and N(R10), wherein the resulting ring is optionally substituted with 1-3 (C1-C5)alkyl or (C3-C7)cycloalkyl groups; R9 is hydrogen, (C1-C5)alkyl, (C3-C7)cycloalkyl or aryl; R10 is (C1-C5)alkyl, (C1-C8)alkoxy, (C1-C5)alkyl-O-(C1-C5)alkyl (C3-C6)cycloalkyl or aryl; and R11 is (C1-C5)alkyl, fluoroalkyl or (C3-C6)cycloalkyl.