KR860002497A - Method for preparing a diaryl compound - Google Patents

Abstract

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Description

Method for preparing a diaryl compound

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Claims (3)

Reacting the cinnamic acid derivative of formula (II) with an enamine derivative of formula (II); The cinnamic acid derivative of formula (II) is reacted with ammonia and the β-ketocarboxylic acid derivative of formula (IV); Reacting the enamine of formula (V) with the benzylidene carboxylic acid derivative of formula (VI); Reacting the keto compound of formula (VII) with ammonia and the benzylidenecarboxylic acid derivative of formula (VI); Reacting an aldehyde of formula (VII) with an enamine of formula (V) and a β-ketocarboxylic acid derivative of formula (IV); Reacting an aldehyde of general formula (III) with an enamine derivative of general formula (III) and a keto compound of general formula (III); Reacting 1,4-dihydropyridine of formula (VII) with the diaryl compound of formula (IV) per se or with a salt thereof; Optionally a process for preparing a compound of formula (I) and salts thereof, characterized in that the resulting salt is converted to a free base or the resulting base is converted to a salt. Wherein Ar is a general formula A ring of; Y is oxygen (O), sulfur (S), vinylene (-CH = CH-), azomethine (-CH = N-) or a structural formula or Represents a group of; R ₁ , R ₂ and R ₃ are the same or different and are hydrogen, (C ₁ to C ₆ ) -alkyl, (C ₃ to C ₇ ) -alkoxyalkyl, aryl, aryl- (C ₁ to C ₃ )- Alkyl or aryloxy- (C ₁ to C ₆ ) -alkyl; R ₄ and R ₅ are the same or different; Completely or partially substituted by hydrogen, hydroxyl, halogen, nitro, cyano, trifluoromethyl, (C ₁ to C ₄ ) -alkyl, (C ₁ to C ₄ ) -alkoxy, fluorine (C ₁ to C ₄ ) -alkoxy, (C ₁ to C ₄ ) -alkoxycarbonyl, (C ₂ to C ₅ ) -acyl, amino or mono- or di- (C ₁ to C ₄ ) -alkyl amino; R ₆ , R ₇ , R ₈ and R ₉ are the same or different and are hydrogen, hydroxyl, halogen, (C ₁ to C ₄ ) -alkyl, (C ₁ to C ₄ ) -alkoxy, amino, mono- or di -(C ₁ to C ₄ ) -alkyl amino, or (C ₁ to C ₄ ) -alkoxy completely or partially substituted by fluorine; A represents a straight or branched chain (C ₂ to C ₅ ) -alkylene which may be substituted by (C ₁ to C ₄ ) -alkoxy or aryl; Z, together with the carbonyl group to which Z is bonded, represents a carboxyl group or a reactive carboxylic acid derivative, The compound of claim 1, wherein Ar is 2,1,3-benzoxdiazol-4-yl, phenyl, 2-nitrophenyl, 3-nitrophenyl, 2-cyanophenyl, 3-cyanophenyl, 2- ( 1,1,2,2-tetrafluoro-ethoxy) -phenyl, 3- (1,1,2,2-tetrafluoro-ethoxy) -phenyl, 2-difluoromethoxyphenyl, 3-di Fluoromethoxyphenyl, 2-chlorophenyl, 3-chlorophenyl, 2,3-dichlorophenyl, 2-fluorophenyl, 3-fluorophenyl, 2-trifluoromethylpetyl or 3-trifluoromethyl phenyl Thana inner mass R ₁ represents methyl; R ₂ represents methyl; R ₃ represents methyl, ethyl or methoxyethyl; R ₆ represents hydrogen; R ₇ represents hydrogen or methoxy; R ₈ represents hydrogen; R ₉ represents hydrogen or methoxy; A represents ethylene, propylene, butylene, 1,1-dimethylethylene or 2,2-dimethylethylene. The compound of claim 1, wherein 3-methyl-5- [3- (4,4-diphenylpiperid-1-yl) -propyl] -1,4-dihydro-2,6-dimethyl-4- (3 -Nitrophenyl) -pyridine-3,5-dicarboxylate and salts thereof. ※ Note: The disclosure is based on the initial application.