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US 10,882,843 B2Granted
5-aminopyrazole carboxamide derivative as BTK inhibitor and preparation method and pharmaceutical composition thereof
AssigneeSuzhou Sinovent Pharmaceuticals Co., Ltd.
InventorYuchuan Wu
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Abstract
The present application discloses novel 5-aminopyrazole carboxamide compounds as shown in formula (I), and stereoisomers, pharmaceutically acceptable salts, solvates, or prodrugs thereof. In addition, the present application further discloses a method for the preparation of the compounds, a pharmaceutical composition comprising a compound of the invention and the use of the compounds.
Claims7
A 5-aminopyrazole carboxamide compound represented by the formula (IV):
- wherein,
- L is O, —C(O)NH—, —CH2—, S, S(O), NH or S(O)2;
- A is selected from a substituted or unsubstituted benzene ring, or a substituted or unsubstituted heteroaryl ring, and its attachment sites to the parent nucleus and L are arbitrarily selected;
- B is independently selected from a substituted or unsubstituted benzene ring, or a substituted or unsubstituted heteroaryl ring, and its attachment site to L is arbitrarily selected;
- Y is —CN,
- wherein R3, R4, R5 and R6 are each independently selected from hydrogen, unsubstituted C1-C4 alkyl, hydroxy-substituted C1-C4 alkyl, C1-C4 alkoxy C1-C4 alkyl, halogen, cyano or —(CH2)qN(RaRb), wherein q is 1, 2, 3, or 4, and Ra and Rb are each independently selected from hydrogen, or unsubstituted C1-C4 alkyl;
- or a stereoisomer, a tautomer, a pharmaceutically acceptable salt, a solvate, or a prodrug thereof.
4 more elements
A compound selected from the following:
- or a pharmaceutically acceptable salt, a solvate, or a prodrug thereof.
A method for preparing the compound according to 4, comprising:
- (1) Reaction of the compound of formula (V) with the compound of formula (VI) to provide the compound of formula (VII);
- (2) Hydrolysis of the compound of formula (VII) to give the compound of formula (VIII);
- (3) Removal of the protection group PG from the compound of formula (VIII) to provide the compound of formula (IX);
- (4) Reaction of the compound of formula (IX) with the compound of formula (X) to provide the compound of formula (I);
- The substituents R1, R2, L, A, B, Y, and m and n in the above formula (V), formula (VI), formula (VII), formula (VIII), formula (IX) and formula (X) are defined as for formula (I), PG is an amino protecting group, R3 is a C1-C4 alkyl group, preferably ethyl, and X is chloro, bromo or hydroxyl.
2 more elements
Dependencies are inferred from the claim text.