Process for the preparation of 2-(2-aminopyrimidin-4-yl)-1H-indol-5-carbonic acid derivatives

Preparation of an indole compound (I) comprises either reacting a boroindole compound (IV) with an aminopyrimidine compound (V) or with pyrimidine compound (VI) to obtain an indole compound (VII); or subsequently reacting (VII) with an amine compound (H-N(R2)(R3)); or reacting an alkenyl compound (IX) with (V) to obtain aminophenyl compound (X); and isolating (I) in free or its salts. Preparation of an indole compound of formula (I) comprises either reacting a boroindole of formula (IV) with an aminopyrimidine of formula (V) or with pyrimidine compound of formula (VI) to obtain an indole compound of formula (VII); or subsequently reacting (VII) with an amine compound of formula (H-N(R2)(R3)); or reacting an alkenyl compound of formula (IX) with (V) to obtain aminophenyl compound of formula (X); and isolating (I) in free form or its salts. R1 : H, 1-12C-alkyl, 6-14C-aryl, 3-8C-cycloalkyl or 4-15-membered het ring; R2, R3 : H, 1-12C-alkyl, 6-14C-aryl (where aryl is optionally substituted by 1-6C-alkyl, 3-8C-cycloalkyl 4-15-membered het ring); P : H or for hydrogen atom or for a N-protecting group; either R4, R5 : OH, O-1-12C-alkyl, O-6-14C-aryl, O-3-8C-cycloalkyl, 1-12C-alkyl or O-het (where het is 4-15 membered het ring); or R4R5B : a ring with 4-7C, where carbon atoms are carbon atoms in the ring and the ring instead of the respective carbon atoms two oxygen atoms or contained two oxygen atoms and a nitrogen atom; and X, Y 1>hal, O-SO 2-R2 or O-C(O)-R2. Independent claims are included for: (1) indole compounds of formula (II); (2) a indole compound (IV); (3) the preparation of (IV), comprising reacting an indole compound of formula (XI) with a base; subsequently reacting with boronic acidester of formula B(R4)-R5 and optionally removing the N-protecting group; (4) an amino benzene compound of formula (X); and (5) an amino benzene compound of formula (XVI). R1 : H, 1-12C-alkyl, 6-14C-aryl, 3-8C-cycloalkyl or 4-15-membered het ring, preferably H or C 2H 5; R2 : H; R3 : 1-4C-alkyl; P : H, C(O)-O-R6, SO 3-R6, O-SO 2-R6, Si-R6 or benzyl, preferably H, O-tosylate or benzyl; R6 : H, 1-12C-alkyl, 6-14C-aryl (where aryl is optionally substituted by one, two or three 1-6C-alkyl), 3-8C-cycloalkyl or 4-15-membered het ring; D : N(R2)-R3, halo, O-SO 2-R2 or O-C(O)-R2, preferably Cl or N(R2)(R3); R2, R3 : H, 1-12C-alkyl, 6-14C-aryl (where the aryl is optionally substituted by one, two or three 1-6C-alkyl), 3-6C-cycloalkyl or 4-15-membered het ring, preferably H or 1-4C-