Crystalline form of (s)-7-(1-acryloylpiperidin-4-yl)-2-(4-phenoxyphenyl)-4,5,6,7-tetra-hydropyrazolo[1,5-a]pyrimidine-3-carboxamide, preparation, and uses thereof
AssigneeBeiGene, Ltd.
InventorsZhiwei Wang, Yunhang Guo, Gongyin Shi
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Abstract
The present invention relates to a crystalline form of (S)-7-(1-acryloylpiperidin-4-yl)-2-(4-phenoxyphenyl)-4,5,6,7-tetr a-hydropyrazolo[1,5-a]pyrimidine-3-carboxamide for inhibiting Btk, methods of preparation thereof and pharmaceutical compositions, and use of the crystalline form above in the treatment of a disease, or in the manufacturing of a medicament for the treatment of a disease.
Claims42
A crystalline form of Compound 1,
A crystalline form of the compound having the following structure,
- wherein the crystalline form has an X-ray powder diffraction pattern substantially in accordance with FIG. 11.
A method of preparing the compound of Formula Ia, comprising asymmetrically reducing the compound of Formula I in the presence of the catalyst and/or reductant to produce the compound of Formula Ia,
- wherein the R1 is hydrogen or an amino protecting group.
A method of resolving a compound of Formula IIa to produce the compound of Formula IIb or improving the chiral purity of the compound of Formula IIb, comprising treating the racemic compound of Formula IIa with a chiral acid,
- wherein the R1 is hydrogen, methyl, benzyl, 4-methoxybenzyl or the other conventional amino protecting groups.
A method of resolving a compound of Formula Ic to produce the compound of formula Id or improving the chiral purity of the compound of Formula Id, comprising treating the racemic compound of Formula Ic with a chiral acid,
- wherein R1 is hydrogen, methyl, benzyl, 4-methoxybenzyl or the other conventional amino protecting groups.
A method of preparing Compound 1 and deuterium-labeled Compound 1, comprising the following:
A compound of Formula Ie or a salt thereof, or Formula If or a salt thereof used to prepare Compound 1,
Dependencies are inferred from the claim text.