Patent ID: 8227619

Claim:
A process for the preparation of compounds of the formula (I) wherein where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, provided that the ring is not 1,2,3-triazole, the ring being substituted by groups R8, R9 and R10; X is a single or double bond; Y is O, S, N(R11) or (CR12R13)(CR14R15)m(CR16R17)n; m is 0 or 1; n is 0 or 1; R1 is hydrogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 haloalkoxy, CH 2 C≡CR18, CH 2 CR19═CHR20, CH═C═CH 2 or COR21; R2 and R3 are each, independently, hydrogen, halogen, C1-4 alkyl, C1-4 alkoxy or C1-4 haloalkoxy; R4, R5, R6 and R7 are each, independently, hydrogen, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 haloalkoxy, C1-4 alkylthio, C1-4haloalkylthio, hydroxymethyl, C1-4 alkoxymethyl, C(O)CH 3 or C(O)OCH 3 ; R8, R9 and R10 are each, independently, hydrogen, halogen, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkylene or C1-4 haloalkoxy(C1-4)alkylene, provided that at least one of R8, R9 and R10 is not hydrogen; R11 is hydrogen, C1-4 alkyl, benzyl (in which the phenyl group is optionally substituted with up to three substituents, each independently selected from halogen, C1-4 alkyl, C1-4 haloalkyl and C1-4 alkoxy), formyl, C(O)C1-4 alkyl (optionally substituted by halogen or C1-4 alkoxy), C(═O)O—C1-6 alkyl (optionally substituted by halogen, C1-4 alkoxy or cyano) or C1-4 alkoxy (C1-4) alkylene; R12, R13, R14, R15, R16 and R17 are each, independently, hydrogen, halogen, hydroxy, C1-6 alkyl, C2-6 alkenyl [both optionally substituted by halogen, hydroxy, C1-4 alkoxy, ═O, aryl or O—C(O)—C1-4 alkyl or a 3-7 membered carboxylic ring (itself optionally substituted by up to three methyl groups)], a 3-7 membered saturated ring (optionally substituted by up to three methyl groups and optionally containing one heteroatom selected from nitrogen and oxygen) or C1-4 alkoxy; or R12 and R13 together with the carbon atom to which they are attached form the group C═O or a 3-5 membered carbocyclic ring (optionally substituted by up to three methyl groups and optionally with up to 2 heteroatoms each independently selected from O and N); or R12 and R13 together form a C1-6 alkylidene (optionally substituted by up to three methyl groups) or a C3-6 cycloalkylidene group (optionally substituted by up to three methyl groups); R18, R19 and R20 are each, independently, hydrogen, halogen, C1-4 alkyl, C1-4 haloalkyl or C1-4 alkoxy(C1-4)alkylene; and R21 is hydrogen, C1-6 alkyl, C1-6 haloalkyl, C1-4 alkoxy (C1-4) alkylene, C1-4 alkyl-S—(C1-4) alkylene, C1-4 alkoxy or aryl; comprising the step of reacting a carboxylic acid of formula (II) wherein Het is as defined above with an aniline of the formula (III) wherein R1, R2, R3, R4, R5, R6, R7, X and Y are as defined above; in the presence of a boronic acid catalyst.