IP Library Granted Patent US 10,618,894
Granted Patent B2
US 10,618,894 · App. 16/246,988 · Granted Apr 14, 2020

Production method of thiazole derivative

Inventors: Takamasa Sugita (Chiyoda-ku, JP); Arata Yanagisawa (Chiyoda-ku, JP); Iwao Chujo (Chiyoda-ku, JP); Masashi Taga (Chiyoda-ku, JP); Akihiro Mimura (Chiyoda-ku, JP); Atsushi Tada (Chiyoda-ku, JP); Masashi Aoki (Chiyoda-ku, JP)
Assignee: KYOWA KIRIN CO., LTD.
C07D417/14A61K31/4439C07B2200/13
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Quick Facts
Patent No.
US 10,618,894
App. No.
16/246,988
Granted
Apr 14, 2020
Kind
B2
Abstract

Provided is a production method of a thiazole derivative represented by the formula (I), which has an adenosine A 2A receptor antagonistic action and is useful as a therapeutic agent for, for example, Parkinson's disease, sleep disorder, analgesic resistance to opioid, migraine, movement disorder, depression, anxiety disorder and the like. Also provided is a production method of a compound represented by the formula (C), which contains (i) a step of reacting a compound represented by the formula (A) and a compound represented by the formula (B), and the like: (wherein R 1 represents furyl, R 4 , R 5 and R 6 are the same or different and each represents lower alkyl or aryl, R 2 represents pyridyl or tetrahydropyranyl, and X 1 represents halogen).

Claims (9)

1. An anhydrous crystal of a compound represented by formula (IA)

said anhydrous crystal having at least one peak at 8.3°, 20.8°, 21.2° or 22.4° for the angles of diffraction (2θ±0.2°) as determined by powder X-ray diffraction.

2. The crystal according to claim 1 , which has peaks at 8.3° and 19.1° for the angles of diffraction (2θ±0.2°) as determined by powder X-ray diffraction.

3. The crystal according to claim 1 , which has peaks at 21.2°, 23.8° and 27.0° for the angles of diffraction (20±0.2°) as determined by powder X-ray diffraction.

4. A production method of the crystal described in claim 1 , comprising a step of crystallizing a compound represented by the formula (IA) from isobutyl alcohol.

5. The crystal according to claim 2 , which has peaks at 21.2°, 23.8° and 27.0° for the angles of diffraction (20±0.2°) as determined by powder X-ray diffraction.

6. A production method of the crystal described in claim 2 , comprising a step of crystallizing a compound represented by the formula (IA) from isobutyl alcohol.

7. A production method of the crystal described in claim 3 , comprising a step of crystallizing a compound represented by the formula (IA) from isobutyl alcohol.

8. A production method of the crystal described in claim 5 , comprising a step of crystallizing a compound represented by the formula (IA) from isobutyl alcohol.

Assignments (1)
CHANGE OF NAME Recorded Dec 16, 2019
From: KYOWA HAKKO KIRIN CO., LTD.
To: KYOWA KIRIN CO., LTD.
Reel/Frame 051306/0423 →
Priority Claims (1)
JP 2015-002964 · Jan 9, 2015 · national
Continuity (2)
Division 15541857
Related Publication 20190144438A1 · May 16, 2019