METHOD FOR PRODUCING 4-AMINO-5-FLUORO-3-HALOGEN-6- (SUBSTITUTED) PYCOLINATES Russian patent published in 2017 - IPC C07D213/803 

FIELD: chemistry.

SUBSTANCE: invention relates to the method for producing a compound of the formula (I):

or salt thereof, wherein W is Cl, Br or I; R is phenyl substituted with 0-5 substituents independently selected from halogen and C₁-C₄-alkoxy, and R¹ is C1-C₁₂-alkyl or unsubstituted or substituted C₇-C₁₁-arylalkyl; comprising: (a) fluorinating a compound of the formula (II):

where A⁶ is halogen or R, a source of a fluoride ion to produce a compound of the formula (III):

where B⁶ is F or R; and converting a compound of the formula (III) to a compound of the formula (IV):

(b) halogenating a compound of the formula (IV) with a halogen source to produce a compound of the formula (V):

(c) condensing a compound of the formula (VI):

where X is Cl, Br or I; A² is hydrogen or R¹; A³ represents hydrogen or W; A⁴ is Cl, F, NH₂, NHCOCH₃, or a protected amino group; A⁵ is F or Cl; with a compound of the formula (VII):

,

where Met is Zn-halide, Zn-R, tri (C₁-C₄ alkyl) tin, copper or B (OR²) (OR³), where R² and R³ each independently is hydrogen, C₁-C₄ alkyl or taken together form an ethylene or propylene group; in the presence of a catalyst based on transition metal to produce a compound the of the formula (VIII):

where conversion (c) can be carried out before, between, or after transformations (a) and (b).

EFFECT: increased quality of output.

17 cl, 29 ex