US 12,227,532 B2
Crystalline forms
Daniel Leuenberger, Allschwil (CH); Stefan Reber, Allschwil (CH); and Markus Von Raumer, Allschwil (CH)
Assigned to Viatris Asia Pacific Ptd. Ltd., Singapore (SG)
Filed by Viatris Asia Pacific Pte. Ltd., Singapore (SG)
Filed on May 10, 2022, as Appl. No. 17/741,427.
Application 17/741,427 is a continuation of application No. 16/938,730, filed on Jul. 24, 2020, granted, now 11,365,209.
Application 16/938,730 is a continuation of application No. 16/335,973, granted, now 10,730,896, issued on Aug. 4, 2020, previously published as PCT/EP2017/073858, filed on Sep. 21, 2017.
Claims priority of application No. PCT/EP2016/072562 (WO), filed on Sep. 22, 2016.
Prior Publication US 2022/0275011 A1, Sep. 1, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. C07F 9/6558 (2006.01)
CPC C07F 9/65583 (2013.01) [C07B 2200/13 (2013.01)] 14 Claims
OG exemplary drawing
 
1. A method for the treatment of a disease that is responsive to the inhibition of platelet aggregation, the method comprising administering to a subject in need thereof a pharmaceutical composition comprising as active ingredient a P2Y12 receptor antagonist which is 4-((R)-2-{[6-((S)-3-methoxy-pyrrolidin-1-yl)-2-phenyl-pyrimidine-4-carbonyl]-amino}-3-phosphono-propionyl)-piperazine-1-carboxylic acid butyl ester, or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier material, wherein 4-((R)-2-{[6-((S)-3-methoxy-pyrrolidin-1-yl)-2-phenyl-pyrimidine-4-carbonyl]-amino}-3-phosphono-propionyl)-piperazine-1-carboxylic acid butyl ester, or the pharmaceutically acceptable salt thereof, is obtained from a crystalline form of 4-((R)-2-{[6-((S)-3-methoxy-pyrrolidin-1-yl)-2-phenyl-pyrimidine-4-carbonyl]-amino}-3-phosphono-propionyl)-piperazine-1-carboxylic acid butyl ester hydrochloride, wherein the crystalline form of 4-((R)-2-{[6-((S)-3-methoxy-pyrrolidin-1-yl)-2-phenyl-pyrimidine-4-carbonyl]-amino}-3-phosphono-propionyl)-piperazine-1-carboxylic acid butyl ester hydrochloride is characterized by:
a. the presence of peaks in the X-ray powder diffraction diagram at the following angles of refraction 2θ: 4.0°, 5.0°, and 15.3°; or
b. the presence of peaks in the X-ray powder diffraction diagram at the following angles of refraction 2θ: 5.2°, 6.8°, and 10.3°; or
c. the presence of peaks in the X-ray powder diffraction diagram at the following angles of refraction 2θ: 5.5°, 11.0°, and 16.6°.