KR870004007A - Method for preparing heterocyclic compound - Google Patents

Abstract

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Description

Method for preparing heterocyclic compound

Since this is an open matter, no full text was included.

Claims (10)

a) reacting an alcohol of general formula (II) with a ketone of general formula (III) in the presence of trihalogenated or tetrahalogenated alkanes and strong bases to prepare a compound of formula (I) wherein R ³ is hydroxy; b) To prepare a compound of formula (I) wherein R ³ is a C _1-6 -alkoxy group or a group of formula -NR ⁴ R ⁵ , the compound of formula (IV) is prepared in the presence of a strong base Reacted with the compound of V); c) To prepare a compound of formula (I) wherein Het is a 3-R-isoxazol-5-yl group and R ³ is a C _1-6 -alkoxy group, the compound of formula (VI) Or a compound of formula (1) wherein R ³ is a ₁ C- ₆ -alkoxy group to react with the compound of ( ⁱⁱⁱ ) or d) to prepare a compound of formula (I) wherein R ³ is a hydroxy group Hydrolysis; e) inadequate esterification of a compound of formula (I) wherein R ³ is a hydroxy group to prepare a compound of formula (I) wherein R ³ is a C _1-6 -alkoxy group: f) R To prepare a compound of formula (I) wherein ^trivalent group -NR ⁴ R ⁵ is a group, suitably amidates the compound of formula (I) wherein R ³ is a hydroxy or C _1-6 -alkoxy group Or; g) if necessary, a compound of formula (I) characterized by the reaction of a compound of formula (I) wherein R ³ is a hydroxy group with a base to convert to a pharmaceutically acceptable salt, A process for preparing a pharmaceutically acceptable base addition salt thereof if the ^trivalent hydroxy group. Wherein A is C _1-6 alkylene; Het is 2-R-oxazol-5-yl, 5-R-oxazol-2-yl, 4-R-oxazol-2-yl, wherein the heterocyclic ring is optionally substituted with a C _1-6 -alkyl group; 2-R-oxazol-4-yl, 3-R-isoxazol-5-yl or 5-R-isoxazol-3-yl group; R is phenyl or thienyl mono- or di-substituted with halogen, trifluoromethyl or C _1-6 -alkylthio; R ¹ and R ² are each C _1-6 -alkyl group; R ³ is a hydroxy or C _1-6 -alkoxy group, or a group of the formula —NR ⁴ R ⁵ ; R ⁴ and R ⁵ are each a hydrogen atom or a C _1-6 -alkyl group, or R ⁴ and R ⁵ together with the nitrogen atom to which they are attached are 5-membered or may contain oxygen or sulfur atoms, or additional nitrogen atoms; or 6-membered saturated heteromonocyclic ring; One of X and Y is a hydroxy group, and the other is a leaving atom or a group; R ³ ′ is a C _1-6 -alkoxy group or a group of the formula —NR ⁴ R ⁵ ; R ³ ″ is a C _1-6 -alkoxy group. A compound according to claim 1, wherein A is methylene; R is phenyl mono- or di-substituted with halogen or trifluoromethyl; R ³ is a hydroxy or C _1-6 -alkoxy group or a group of the formula —NR ⁴ R ⁵ ; R ⁴ and R ⁵ are each a hydrogen atom or a C _1-6 -alkyl group. The method of claim 1 wherein A is methylene, 1,1-ethylene or 1,2-ethylene. The method of claim 1, 2 or 3, wherein Het is a 2-R-oxazol-5-yl group optionally substituted with a C _1-6 -alkyl group. The method of claim 1, wherein R is monohalophenyl. The method of any one of claims 1-5, wherein R ¹ and R ² are each methyl. The method of any one of claims 1-6, wherein R ³ is a hydroxy group. The process according to any one of claims 1 to 6, wherein 2-[[2- (4-chlorophenyl) -4-methyl-5-oxazolyl] methoxy-2-methylpropionic acid is prepared. The compound of claim 1, wherein 2-[[2- (3,4-dichlorophenyl) -4-methyl-5-oxazolyl methoxy-2-methylpropionic acid, 2-[[2- (3-kululophenyl) -4-methyl-5-oxazolyl methoxy-2-methylpropionic acid, 2-methyl-2-[[4-methyl-2- [4- (methylthio) phenyl-5-oxazolyl] methoxy] propionic acid, 2-[[2- (4-chlorophenyl) -4-methyl-5-oxazolbin] methoxy] -2-methylpropionamide, ethyl 2-[[2- (4-chlorophenyl) -4-methyl- 5-oxazolyl] methoxy-2-methylpropionate, 2-[[2- (4-chlorophenyl) -4-ethyl-5-oxazolyl] methoxy] -2-methylpropionic acid, 2-[[ 2- (4-chlorophenyl) -4-methyl-5-oxazolyl] methoxy] -2-ethylbutyric acid, 2- [2- [2- (4-chlorophenyl) -4-methyl-5-oxazolyl ] Ethoxy] -2-methylpropionic acid, methyl 2-[[2- (4-chlorophenyl) -4-methyl-5-oxazolyl] -methoxy] -2-methylbutyric acid, 2-[[-(4 -Coolophenyl) -4-methyl-5-oxazolyl] -methoxy] -2-methylpropionate, 2- [2- [3- (4-chlorophenyl) -5-isoxazolyl] ethoxy ] -2-methylpropy Acid, methyl2-[[3- (3,4-dichlorophenyl) -5-isoxazolyl] methoxy] -2-methylpropionate, 2-[[3- (3,4-dichlorophenyl)- 5-isooxazolyl] methoxy] -2-methylpropionic acid, 2- [1- [3- (4-chlorophenyl) -5-isooxazolyl] ethoxy] -2-methylpropionic acid, 2-[[3 -(5-chlorothien-2-yl) -5-isoxazolyl] methoxy] -2-methylpropionic acid, 2-[[3- (4-chlorophenyl) -5-isoxazolyl] methoxy]- 2-methylpropionamide, 2-[[3- (4-chlorophenyl) -5-isoxazolyl] methoxy] -N, 2-dimethylpropionamide and 3- (4-chlorophenyl) -5-[[ A process for preparing a compound selected from 1-methyl-1- (piperidinocarbonyl) ethoxy] methyl] isoxazole. 3. 2-[[2- (4-fluorophenyl) -4-methyl-5-oxazolyl] methoxy-2-methylpropionic acid, 2-[[2- (4-trifluoromethylphenyl) ) -4-methyl-5-oxazolyl] methoxy] -2-methylpropionic acid, 2-[[2- (4-chlorophenyl) -5-oxazolyl] methoxy] -2-methylpropionic acid, 2- [ [5- (4-chlorophenyl) -2-oxazolyl] methoxy] -2-methylpropionic acid, 2-[] 4- (4-chlorophenyl) -2-oxazolyl] methoxy] -2-methylpropionic acid , 2-[[2- (4-trifluoromethylphenyl) -5-methyl-4-oxazolyl] methoxy] -2-methylpropionic acid, 2-[[2- (4-chlorophenyl) -5-methyl -4-oxazolyl] methoxy] -2-methylpropionic acid, 2-[[2- (4-fluorophenyl) -5-methyl-4-oxazolyl] methoxy] -2-methylpropionic acid, 2- [ [2- (4-chlorophenyl) -4-oxazolyl] methoxy-2-methylpropionic acid, 2-[[3- (4-chlorophenyl) -5-isooxazolyl] methoxy] -2-methylpropionic acid , 2-[[5- (4-chlorophenyl) -3-isoxazolyl] methoxy] -2-methylpropionic acid and methyl2-[[3- (4-chlorophenyl) -5-di A process for preparing a compound selected from oxazolyl] methoxy] -2-methylpropionate. ※ Note: The disclosure is based on the initial application.