New process for the production of sulfonilpirroles as HDAC inhibitors.

Process for the preparation of a compound of formula I: wherein R1 is hydrogen, C1-4alkyl, halogen or C1-4alkoxy, R2 is hydrogen or C1-4 alkyl, R3 is hydrogen or C1-4 alkyl, R4 is hydrogen, C1-4alkyl, halogen or C1-4alkoxy, R5 is hydrogen, C1-4alkyl, halogen or C1-4alkoxy, R6 is T1-Q1, wherein T1 is a bond, Q1 is Ar1, Aa1, Hh1 or Ah1, in which Ar1 is phenyl, or phenyl substituted by R62 and / or R61, in which R61 is C1-4 alkyl, or - T2-N (R611) R612, in which either T2 is a bond, and R611 is C1-4 alkyl, C1-4 alkoxy-C2-4 alkyl or C1-4 phenylalkyl R612 is C1-4 alkoxy or C2-4 alkyl, or R611 and R612 together C1-4-alkyl and including the nitrogen atom to which they are bonded form a S-dioxo-thiomorpholino heterocyclic ring Het1, in which Het1 is morpholino, thiomorpholino, S-oxo-thiomorpholino, S, piperidino or pyrrolidino, or T2 is C1-4alkylene, or C2-4alkylene interrupted by oxygen, and R611 is C1-4 alkyl, C1-4 alkoxy-alkyl or C2-4 or phenyl-C1-4 alkyl or C1-4 alkoxy R612 is C1-4 alkyl-C2-4 alkyl, or R611 and R612 together and with inclusion of the nitrogen atom, to which they are bonded form a heterocyclic ring Het1, in which Het1 is morpholino, thiomorpholino, S-oxo-thiomorpholino, S, S-dioxo-thiomorpholino, piperidino, pyrrolidino, imidazolo, pyrrolo or pyrazolo, R62 is C1-4alkyl, C1-4alkoxy, halogen, cyano , C1-4alkoxy-C1-4alkyl, C1-4alkyl-carbonylamino, or C1-4sulfonilamino alkyl, Aa1 is a bisaryl radical made up of two aryl groups, which are independently selected from a group consisting of phenyl and naphthyl selected, and which are linked together by a single bond, Hh1 is a bisheteroarilo radical formed by two heteroaryl groups, which are independently selected from a group consisting of heteroaryl radicals monocyclic 5- or 6-membered ring comprising one or two heteroatoms selected, each which is selected from the group consisting of nit ROGENO, oxygen and sulfur, and which are linked together by a single bond, Ah1 is a heteroaryl-aryl radical or an aryl-heteroaryl radical made up of a heteroaryl group selected from a group consisting of heteroaryl radicals monocyclic, 5 or 6 links comprising one or two heteroatoms, each of which is selected from the group consisting of nitrogen, oxygen and sulfur, and an aryl group selected from a group consisting of phenyl and naphthyl, said heteroaryl or aryl groups being joined together together by a single bond, wherein Aa1, Hh1 and Ah1 may be optionally substituted by R63 and / or R64, in which R63 is C1-4 alkyl, phenyl-C1-4 alkyl, C1-4 alkoxy, trifluoromethyl, cyano , halogen, C1-4 alkoxy complete or predominantly fluorine-substituted, C1-4alkoxy-C1-4alkyl, C1-4alkyl-sulfonylamino, tolilsulfonilamino, phenylsulfonylamino, C1-4-alkylcarbonylamino, carbamoyl, mono- or di- C1-4-aminocarboni the mono- or di-alkyl C1- 4-aminosulphonyl, or -T3-N (R631) R632, in which T3 is, C1-4alkylene, C2-4 bond or alkylene interrupted by oxygen, and R631 is alkyl C1-4alkyl, C1-4alkoxy-C2-4alkyl or phenyl-C1-4alkyl, C1-4alkyl R632, or C1-4 alkoxy-C2-4 alkyl, or R631 and R632 together and with inclusion of the nitrogen atom , to which they are bonded form a heterocyclic ring Het2, in which Het2 is morpholino, thiomorpholino, s-oxo-thiomorpholino, s, s-dioxo-thiomorpholino, piperidino, pyrrolidino, imidazolo, pyrrolo or pyrazolo, and R64 is C1 -4, C1-4alkoxy or halogen, comprising the step of reacting a compound of formula II acrylic 'acid chloride: wherein R1, R2, R3, R4, R5 and R6 have the meanings defined above, with aqueous hydroxylamine and optionally converting the resulting compound into an acid addition salt thereof.