FIELD: organic chemistry, chemical technology, medicine, oncology, pharmacy.
SUBSTANCE: invention relates to a method for synthesis of compound of the formula (I): or its pharmaceutically acceptable salt, ether, ester, amide, hydrate or solvate wherein each R1, R2 and R3 is chosen independently from group consisting of hydrogen atom (H), (C1-C6)-alkyl, (C3-C6)-cycloalkyl, halogen atom, cyano, -CF3, difluoromethoxy, trifluoromethoxy, -O-(C1-C6)-alkyl, -O-(C3-C6)-cycloalkyl and -NR12R13; wherein R4 represents -(CR5R6)mH or -(CR7R8)n (4-10-membered) aromatic or nonaromatic heterocycle comprising one or more heteroatoms each of them is chosen from oxygen (O), sulfurs (S) and nitrogen (N) atoms, and wherein m represents a whole number in the range from 1 to 5, and wherein n represents a whole number in the range from 0 to 5, wherein indicated 4-10-membered aromatic heterocycle is substituted possibly with 1-3 substitutes R9, and wherein indicated 4-10-membered nonaromatic heterocycle is substituted possibly with 1-3 substitutes R10 by any position and substituted possibly with 1-3 substitutes R11 by any position but not adjacent or directly bound to heteroatom; wherein Each R5, R6, R7 and R8 is chosen independently from group consisting of H and (C1-C6)-alkyl; wherein each R9 is chosen independently from H, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, cyano, -CF3, difluoromethoxy, trifluoromethoxy, -O-(C1-C6)-alkyl, -O-(C3-C6)-cycloalkyl and -NR14R15; wherein each R10 is chosen independently from H, (C1-C6)-alkyl and (C3-C6)-cycloalkyl; wherein each R11 is chosen from halogen atom, cyano, -CF3, difluoromethoxy, trifluoromethoxy, -O-(C1-C6)-alkyl, -O-(C3-C6)-cycloalkyl and -NR16R17; wherein R12, R13, R14, R15, R16 and R17 are chosen independently from group consisting of H, (C1-C6)-alkyl and (C3-C6)-cycloalkyl wherein each abovementioned (C1-C6)-alkyl, (C3-C6)-cycloalkyl, -O-(C1-C6)-alkyl and -O-(C3-C6)-cycloalkyl substitutes wherein they present can be substituted independently with substitutes in the amount from 1 to 3 and chosen independently from group consisting of halogen atom, cyano, amino, (C1-C6)-alkylamino, [(C1-C6)-alkyl]-amino, perhalogen-(C1-C6)-alkyl, perhalogen-(C1-C6)-alkoxy, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, hydroxy and (C1-C6)-alkoxy. Method of synthesis involves interaction of compound of the formula (II):
wherein BOC represents tert.-butoxycarbonyl, and R1, R2, R3 and R4 are given above for compound of the formula (I) with metal alkoxide in the presence of water to obtain compounds of the formula (I). Invention provides a novel method for synthesis of compounds of the formula (I) that are useful in treatment of cells anomalous growth, such as cancer, in mammals.
EFFECT: improved method of synthesis, valuable medicinal properties of compounds.
12 cl, 7 ex
Title | Year | Author | Number |
---|---|---|---|
ISOXAZOLINES AND ISOXAZOLES, METHOD OF INHIBITION OF PLATELET AGGREGATION, PHARMACEUTICAL COMPOSITION INHIBITING PLATELET AGGREGATION | 1994 |
|
RU2149871C1 |
SUBSTITUTED IMIDAZOPYRIDINYL-AMINO-PYRIDINE COMPOUNDS, USEFUL FOR TREATMENT OF CANCER | 2010 |
|
RU2619463C2 |
3-(1-OXOISOINDOLIN-2-YL)PIPERIDINE-2,6-DIONE DERIVATIVES AND VARIANTS OF THEIR USE | 2018 |
|
RU2795850C2 |
SUBSTITUTED ISOQUINOLINE AND ISOQUINOLINONE DERIVATIVES AS Rho-KINASE INHIBITORS | 2007 |
|
RU2455302C2 |
2,5,7-SUBSTITUTED OXAZOLPYRIMIDINE DERIVATIVES | 2011 |
|
RU2557246C2 |
FIVE-MEMBERED HETEROCYCLIC PYRIDINE COMPOUNDS AND PREPARATION METHOD AND USE THEREOF | 2014 |
|
RU2668074C2 |
PYRAZOLOPYRIDINE DERIVATIVES AS KINASE 1β-ADRENERGIC RECEPTOR INHIBITORS | 2006 |
|
RU2415855C2 |
SUBSTITUTED BENZENE COMPOUNDS | 2013 |
|
RU2658919C2 |
SUBSTITUTED HETEROCYCLIC SULPHONAMIDE COMPOUNDS USEFUL AS TRPA1 MODULATORS | 2014 |
|
RU2675792C2 |
ISOINDOLINE COMPOUND, PRODUCTION METHOD, PHARMACEUTICAL COMPOSITION AND THEIR USE | 2019 |
|
RU2813232C2 |
Authors
Dates
2008-04-27—Published
2004-06-14—Filed