IP Library › Granted Patent US 12,378,221
Granted Patent B2
US 12,378,221 · App. 18/637,425 · Granted Aug 5, 2025

Salts of obicetrapib and processes for their manufacture and intermediates thereof

Inventors: Sheng Cui (Lexington, MA); Andreas René Rötheli (Wellesley, MA); Christopher J. Borths (Sherborn, MS); Muneki Kishida (Osaka, JP); Valeriya Nikolayevna Smolenskaya (West Lafayette, IN)
Assignee: NewAmsterdam Pharma B.V.
C07D401/12A61K31/33A61P9/00C07B2200/13
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Quick Facts
Patent No.
US 12,378,221
App. No.
18/637,425
Granted
Aug 5, 2025
Kind
B2
Abstract

Provided herein is a method for the manufacture of a compound of obicetrapib and salts thereof, such as calcium salts thereof. Also provided herein is amorphous obicetrapib hemicalcium. New intermediates for use in the synthesis of obicetrapib, and salts thereof are also provided, including obicetrapib HCl and a mesylate salt for the use in the synthesis of obicetrapib and amorphous obicetrapib hemicalcium.

Claims (22)

1. Crystalline obicetrapib HCl hydrochloride.

2. The crystalline obicetrapib hydrochloride of claim 1 in solvate form.

3. The solvate of crystalline obicetrapib hydrochloride of claim 2 , wherein the solvate comprises an organic solvent.

4. The solvate of crystalline obicetrapib hydrochloride of claim 3 , wherein the organic solvent comprises an organic solvent selected from methanol, ethanol, isopropanol, acetic acid, acetonitrile, acetone, methyl isobutyl ketone, isopropyl acetate, tetrahydrofuran, methyl t-butyl ether, cyclopentyl methyl ether, N-methyl-2-pyrrolidone, dimethyl sulfoxide, dimethylformamide, 2-methyl-tetrahydrofuran, dichloromethane, 1,4-dioxane, 1 , 2 -difluorobenzene, toluene, heptane, and hexafluoroisopropanol.

5. The solvate of crystalline obicetrapib hydrochloride of claim 4 , wherein the organic solvent comprises an organic solvent selected from cyclopentyl methyl ether, toluene, and heptane.

6. The solvate of crystalline obicetrapib hydrochloride of claim 2 , wherein the solvate comprises cyclopentyl methyl ether and heptane.

7. The solvate of crystalline obicetrapib hydrochloride of claim 3 further comprising one or more of obicetrapib free base and hydrochloric acid.

8. The solvate of crystalline obicetrapib hydrochloride of claim 6 , further comprising one or more of obicetrapib free base and hydrochloric acid.

9. The crystalline hydrochloride obicetrapib of claim 1 , wherein the weight percent of hydrochloride is between about 0.01% and about 8%.

10. The crystalline obicetrapib hydrochloride of claim 1 having an x-ray powder diffraction pattern comprising a peak at about 9.8° 2θ.

11. The crystalline obicetrapib hydrochloride of claim 1 having an x-ray powder diffraction pattern comprising one or more peaks selected from about 8.1°2θ, about 9.8° 2θ, about 13.8° 2θ, about 16.7° 2θ, and about 19.5° 2θ.

12. The crystalline obicetrapib hydrochloride of claim 1 having an x-ray powder diffraction pattern substantially the same as that of FIG. 19 .

13. Form A crystalline obicetrapib hydrochloride.

14. The Form A crystalline obicetrapib hydrochloride of claim 13 , having an x-ray powder diffraction pattern comprising a peak at about 8.6° 2θ, two peaks between about 9.7° 2θ and about 10.4° 2θ, and a peak at about 9.0° 2θ.

15. The Form A crystalline obicetrapib hydrochloride of claim 13 , having an x-ray powder diffraction pattern substantially the same as that of FIG. 22 .

16. Form B crystalline obicetrapib hydrochloride.

17. The Form B crystalline obicetrapib hydrochloride of claim 16 , having an x-ray powder diffraction pattern comprising peaks at about 6.5° 2θ, about 8.8° 2θ, and about 11.0° 2θ.

18. The Form B crystalline obicetrapib hydrochloride of claim 16 , having an x-ray powder diffraction pattern substantially the same as that of FIG. 23 .

19. Form C crystalline obicetrapib hydrochloride.

20. The Form C crystalline obicetrapib hydrochloride of claim 19 , having an x-ray powder diffraction pattern substantially the same as that of FIG. 24 .

21. Form D crystalline obicetrapib hydrochloride.

22. The Form D crystalline obicetrapib hydrochloride of claim 21 , having an x-ray powder diffraction pattern substantially the same as that of FIG. 25 .

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 6, 2024
From: MITSUBISHI TANABE PHARMA CORPORATION
To: NEWAMSTERDAM PHARMA B.V.
Reel/Frame 069510/0351 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2024
From: KISHIDA, MUNEKI
To: MITSUBISHI TANABE PHARMA CORPORATION
Reel/Frame 067287/0445 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 19, 2024
From: AMGEN INC.
To: NEWAMSTERDAM PHARMA B.V.
Reel/Frame 067170/0085 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 19, 2024
From: TRICLINIC LABS, INC.
To: NEWAMSTERDAM PHARMA B.V.
Reel/Frame 067170/0090 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2024
From: SMOLENSKAYA, VALERIYA NIKOLAYEVNA
To: TRICLINIC LABS, INC.
Reel/Frame 067141/0236 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2024
From: CUI, SHENG
To: NEWAMSTERDAM PHARMA B.V.
Reel/Frame 067141/0122 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2024
From: RÖTHELI, ANDREAS RENÉ; BORTHS, CHRISTOPHER J.
To: AMGEN, INC.
Reel/Frame 067141/0230 →
Continuity (3)
Division 18346342 · Jul 3, 2023
Provisional Application 63358363 · Jul 5, 2022
Related Publication 20240391897A1 · Nov 28, 2024
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