Preparing pyridin-2-boronic acid compounds, useful e.g. to treat multiple myeloma, comprises preparing a pyridin-2-borate compound, purifying the pyridin-2-borate compound; and hydrolyzing the purified pyridin-2-borate compound

摘要

Preparation of pyridin-2-boronic acid compounds (I) or their derivatives comprises preparing a pyridin-2-borate compound (V); purifying (V); and hydrolyzing the purified (V). Preparation of pyridin-2-boronic acid compounds of formula (I) or their derivatives comprises preparing a pyridin-2-borate compound of formula (V); purifying (V); and hydrolyzing the purified (V). M : Li, Na, K, Zn-Hal or Mg-Hal; Hal : Cl, Br or I; R : 1-20C-alkyl or 3-8C-cycloalkyl; and R 3>-R 6>5-12C-aryl- or -heteroaryl, 3-8C-cycloalkyl, alkenyl-, alkynyl-, heteroaryloxy-, aryloxy-, monoalkylamino-, monoarylamino-, dialkylamino-, diarylamino-, monoheteroarylamino-, diheteroarylamino-, perfluoroalkyl-, perfluoroalkoxy-, perfluorothio-, alkylthio-, arylthio-, heteroarylthio-, alkylsulfinyl-, arylsulfinyl-, heteroarylsulfinyl, alkylsulfonyl-, heteroarylsulfonyl-, carboxylic acid-, boronic acid-, cyano-, ester-, alkanoyl-, aroyl-hydroxy-, mercapto-, amino-, alkanoylamino-, aroylamino-, heteroaroylamino-, alkoxycarbonylamino-, alkylsulfonylamino-, arylsulfonylamino-, heteroarylsulfonylamino-, alkylsulfinylamino-, arylsulfinylamino-, heteroarylsulfinylamino-, acetal-, ketal- or aminal group, 3,4-, 4,5- or 5,6-benz-annelated ring system, 3,4-, 4,5- or 5,6-heteroaryl annelated ring system or 3,4-, 4.5- or 5, 6-annelated 3-8C-aliphatic ring system (all optionally substituted), H, 1-20C-alkyl or -alkoxy, or halo. An independent claim is included for the pyridin-2-boronic acid compounds (I) or their derivatives. Either R 3>-R 5>H; or R 6>C 2H 5, propyl, isopropyl, phenyl, CN, CF 3, NH 2or NO 2; or R 3>, R 4>, R 6>H; or R 5>C 2H 5, propyl, isopropyl, phenyl, ethoxy, CF 3, NH 2or NO 2; or R 3>, R 5>, R 6>H; or R 4>F, Br, C 2H 5, propyl, isopropyl, phenyl, NH 2or NO 2; or R 4>, R 5>, R 6>H; or R 3>F, Br, C 2H 5, propyl, isopropyl, phenyl, Cl or CF 3; or R 5>R 6>a ring, such that a compound of formula (XI) is formed, where R 3>, R 4>, R 7>, R 8>, R 9>, R 1> 0>is H, F, Cl, Br, CH 3, C 2H 5, CH 3O, C 2H 5O, isopropyl, phenyl, NH 2, NO 2or CF 3, provided that all above variables are not H. [Image] [Image] ACTIVITY : Cytostatic. MECHANISM OF ACTION : None given.