CS274854B2 - Method of substituted 1,3,4,9-tetrahydropyrano (3,4-b) iniole-acetic acids production - Google Patents
Method of substituted 1,3,4,9-tetrahydropyrano (3,4-b) iniole-acetic acids productionInfo
- Publication number
- CS274854B2 CS274854B2 CS646489A CS646489A CS274854B2 CS 274854 B2 CS274854 B2 CS 274854B2 CS 646489 A CS646489 A CS 646489A CS 646489 A CS646489 A CS 646489A CS 274854 B2 CS274854 B2 CS 274854B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- general formula
- above mentioned
- mentioned meaning
- origination
- compound
- Prior art date
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Abstract
The solution concerns a method of production of substituted 1,3,4,9-tetrahydropyrano-[3,4-b]-indol-1-acetic acids of general formula I, where R<1> means alkyl residuum with 1 to 4 carbon atoms, R<2> and R<3> mean atoms of hydrogen or they form together the group -CH=CH-CH=CH- at origination of benzene nucleus, R<4> and R<5> mean hydrogen atom, alkyl residuum with 1 to 6 carbon atoms are halogen atom, as well as of slats of these compounds, acceptable from the pharmaceutical point of view by 1) condensation of the substituted methyl ester of indol-3-acetic acid of general formula VIII, where R<4> and R<5> are of the above mentioned meaning, with halogenide of general formula IX, where R<2> and R<3> are of the above mentioned meaning and X means atom of halogen from the group consisting of chlorine, brome, or iodine, resulting in origination of ester of α-substituted indol-3-acetic acid of general formula X, where R<2>, R<3>, R<4> and R<5> are of the above mentioned meaning, 2) by reduction compound of general formula X, resulting in origination of compound of general formula VI, where R<2>, R<3>, R<4> and R<5> are of the above mentioned meaning, 3) by introduction of the obtained compound of general formula VI into reaction with methyl ester of 3-methoxy-2-alkan acid of general formula VII, where R<1> is of the above mentioned meaning, resulting in origination of methyl ester of compound of general formula I, where R<1>, R<2>, R<3>, R<4> and R<5> are of the above mentioned meaning with subsequent hydrolysis of the ester obtained in this manner resulting in origination of a compound of general formula I.<IMAGE>
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/838,510 US4670462A (en) | 1986-03-11 | 1986-03-11 | Substituted 1,3,4,9-tetrahydropyrano(3,4-B)indole-1-acetic acids |
CS107487A CS274612B2 (en) | 1986-03-11 | 1987-02-18 | Method of substituted 1,3,4,9-tetrahydropyrano (3,4-b) indol-1-acetic acids production |
Publications (2)
Publication Number | Publication Date |
---|---|
CS646489A2 CS646489A2 (en) | 1990-11-14 |
CS274854B2 true CS274854B2 (en) | 1991-11-12 |
Family
ID=25745377
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CS646489A CS274854B2 (en) | 1986-03-11 | 1987-02-18 | Method of substituted 1,3,4,9-tetrahydropyrano (3,4-b) iniole-acetic acids production |
Country Status (1)
Country | Link |
---|---|
CS (1) | CS274854B2 (en) |
-
1987
- 1987-02-18 CS CS646489A patent/CS274854B2/en unknown
Also Published As
Publication number | Publication date |
---|---|
CS646489A2 (en) | 1990-11-14 |
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