Alkylation of 4,6-dimethyl-7-hydroxy-1-indanone (I) with methyliodide and sodium hydride in DMF affords 7-methoxy-2,2,4,6-tetramethyl-1-indanone (II), which is demethylated with aluminum chloride in CH3CN to give 7-hydroxy-2,2,4,6-tetramethyl-1-indanone (III). Oxime formation with hydroxylamine hydrochloride in pyridine yields 7-hydroxy-2,2,4,6-tetramethyl-1-indanone oxime (IV), which on treatment with hydrogen in the presence of platinum oxide in acetic acid gives 1-amino-7-hydroxy-2,2,4,6-tetramethylindan (V) (1, 3). Acetylation of (V) with chloroacetyl chloride and triethylamine gives 2-chloro-N-(7-hydroxy-2,2,4,6-tetramethylindan-1-yl)acetamide (VI), which is finally condensed with 1-(3-methoxyphenyl)piperazine (VII) in acetonitrile.

Alkylation of 4,6-dimethyl-7-hydroxy-1-indanone (I) with methyliodide and sodium hydride in DMF affords 7-methoxy-2,2,4,6-tetramethyl-1-indanone (II), which is demethylated with aluminum chloride in CH3CN to give 7-hydroxy-2,2,4,6-tetramethyl-1-indanone (III). Oxime formation with hydroxylamine hydrochloride in pyridine yields 7-hydroxy-2,2,4,6-tetramethyl-1-indanone oxime (IV), which on treatment with hydrogen in the presence of platinum oxide in acetic acid gives 1-amino-7-hydroxy-2,2,4,6-tetramethylindan (V) (1, 3). Acetylation of (V) with chloroacetyl chloride and triethylamine gives 2-chloro-N-(7-hydroxy-2,2,4,6-tetramethylindan-1-yl)acetamide (VI), which is finally condensed with 1-(3-methoxyphenyl)piperazine (VII) in acetonitrile.

Alkylation of 4,6-dimethyl-7-hydroxy-1-indanone (I) with methyliodide and sodium hydride in DMF affords 7-methoxy-2,2,4,6-tetramethyl-1-indanone (II), which is demethylated with aluminum chloride in CH3CN to give 7-hydroxy-2,2,4,6-tetramethyl-1-indanone (III). Oxime formation with hydroxylamine hydrochloride in pyridine yields 7-hydroxy-2,2,4,6-tetramethyl-1-indanone oxime (IV), which on treatment with hydrogen in the presence of platinum oxide in acetic acid gives 1-amino-7-hydroxy-2,2,4,6-tetramethylindan (V) (1, 3). Acetylation of (V) with chloroacetyl chloride and triethylamine gives 2-chloro-N-(7-hydroxy-2,2,4,6-tetramethylindan-1-yl)acetamide (VI), which is finally condensed with 1-(3-methoxyphenyl)piperazine (VII) in acetonitrile.

Alkylation of 4,6-dimethyl-7-hydroxy-1-indanone (I) with methyliodide and sodium hydride in DMF affords 7-methoxy-2,2,4,6-tetramethyl-1-indanone (II), which is demethylated with aluminum chloride in CH3CN to give 7-hydroxy-2,2,4,6-tetramethyl-1-indanone (III). Oxime formation with hydroxylamine hydrochloride in pyridine yields 7-hydroxy-2,2,4,6-tetramethyl-1-indanone oxime (IV), which on treatment with hydrogen in the presence of platinum oxide in acetic acid gives 1-amino-7-hydroxy-2,2,4,6-tetramethylindan (V) (1, 3). Acetylation of (V) with chloroacetyl chloride and triethylamine gives 2-chloro-N-(7-hydroxy-2,2,4,6-tetramethylindan-1-yl)acetamide (VI), which is finally condensed with 1-(3-methoxyphenyl)piperazine (VII) in acetonitrile.