IP Library Granted Patent US 10,696,681
Granted Patent B2
US 10,696,681 · App. 16/298,467 · Granted Jun 30, 2020

Process for preparing beta 3 agonists and intermediates

Inventors: Feng Xu (Staten Island, NY); Zhuqing Liu (Edison, NJ); Richard Desmond (Readington, NJ); Jeonghan Park (Whippany, NJ); Alexei Kalinin (Morganville, NJ); Birgit Kosjek (Westfield, NJ); Hallena Strotman (Somerset, NJ); Hongmei Li (Westfield, NJ); Johannah Moncecchi (Waltham, MA)
Assignee: MERCK SHARP & DOHME CORPORATION
C07D487/04C07C215/30C07D207/08C07D207/12C12P17/10
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Quick Facts
Patent No.
US 10,696,681
App. No.
16/298,467
Granted
Jun 30, 2020
Kind
B2
Abstract

The application is directed to efficient and economical processes as described in more detail below for the preparation of the beta 3 agonists of the formula of I-7 and intermediate compounds that can be used for making these agonists. The present disclosure relates to a process for making beta-3 agonists and intermediates using ketoreductase (KRED) biocatalyst enzymes and methods of using the biocatalysts.

Claims (28)

1. A crystalline form of the HCl salt of Compound I-5(b), wherein Compound I-5(b) has the chemical structure:

and wherein the crystalline form is characterized by an XRPD pattern having 2θ peaks at about 8.6°, 13.5°, and 16.7° 20.9°, and 22.7°.

2. The crystalline form of claim 1 , wherein the crystalline form is characterized by an XRPD pattern having 2θ peaks at about 8.6°, 12.9°, 13.5°, 16.7°, 20.9°, 22.7°, and 24.4°.

3. The crystalline form of claim 1 , wherein the crystalline form is characterized by an XRPD pattern having 2θ peaks at about 4.2°, 8.6°, 12.9°, 13.5°, 16.7°, 20.9°, 22.7°, 24.4°, 24.7°, and 28.2°.

4. The crystalline form of claim 1 , wherein the crystalline form is characterized by an XRPD pattern as shown in FIG. 1 .

5. The crystalline form of claim 1 , wherein the crystalline form is characterized by an XRPD pattern having the following reflections with the d-spacing

Position [°2 Theta]

d-spacing [Å]

4.2174

20.95196

8.5827

10.3028

12.9282

6.84784

13.5177

6.55051

16.65

5.32461

20.9425

4.24193

22.6974

3.91777

24.363

3.65356

24.6986

3.60468

28.1911

3.16555.

Assignments (2)
MERGER Recorded Aug 8, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 061102/0145 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 12, 2019
From: XU, FENG; LIU, ZHUQING; DESMOND, RICHARD; PARK, JEONGHAN; KALININ, ALEXEI; KOSJEK, BIRGIT; STROTMAN, HALLENA; LI, HONGMEI; MONCECCHI, JOHANNAH
To: MERCK SHARP & DOHME CORPORATION
Reel/Frame 049440/0594 →