IP Library Granted Patent US 10,266,501
Granted Patent B2
US 10,266,501 · App. 15/580,731 · Granted Apr 23, 2019

Crystal forms of 6-bromo-3-hydroxy-2-pyrazinecarboxamide

Inventors: Tetsuro Uchida (Toyama, JP); Sayuri Uehara (Toyama, JP); Takayoshi Tsuzuki (Toyama, JP); Yusuke Okubo (Toyama, JP); Yuta Kobayashi (Toyama, JP); Yu Koseki (Toyama, JP)
Assignee: FUJIFILM Toyama Chemical Co., Ltd.
C07D241/24
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Quick Facts
Patent No.
US 10,266,501
App. No.
15/580,731
Granted
Apr 23, 2019
Kind
B2
Abstract

The purpose of the present invention is to provide a method for producing 6-bromo-3-hydroxy-2-pyrazinecarboxamide in which the content ratio of impurities is reduced. This production method includes a step of obtaining 6-bromo-3-hydroxy-2-pyrazinecarboxamide crystal having diffraction angles expressed in degrees 2θ of 5.5, 20.1, 23.7, 26.7, 27.5, and 28.1° and/or diffraction angles expressed in degrees 2θ of 7.1, 21.4, 25.2, 25.7, 27.1, and 28.8° in powder X-ray diffraction.

Claims (6)

1. A type-B crystal of 6-bromo-3-hydroxy-2-pyrazinecarboxamide having powder X-ray diffraction angles (2θ) of 7.1°, 21.4°, 25.2°, 25.7°, 27.1° and 28.8°.

2. A method for producing a type-B crystal of 6-bromo-3-hydroxy-2-pyrazinecarboxamide, wherein the method comprises:

reacting a type-A crystal of 6-bromo-3-hydroxy-2-pyrazinecarboxamide having powder X-ray diffraction angles (2θ) of 5.5°, 20.1°, 23.7°, 26.7°, 27.5° and 28.1° with a base, to produce a salt of the type-A crystal of 6-bromo-3-hydroxy-2-pyrazinecarboxamide; and

reacting the salt of the type-A crystal of 6-bromo-3-hydroxy-2-pyrazinecarboxamide with an acid, to produce a type-B crystal of 6-bromo-3-hydroxy-2-pyrazinecarboxamide having powder X-ray diffraction angles (2θ) of 7.1°, 21.4°, 25.2°, 25.7°, 27.1° and 28.8°.

3. The method of claim 2 , wherein the base is selected from the group consisting of sodium hydroxide, sodium hydrogen carbonate and potassium hydroxide, and a combination thereof.

4. The method of claim 2 , wherein the acid is selected from the group consisting of hydrochloric acid, nitric acid and sulfuric acid, and a combination thereof.

Assignments (2)
MERGER AND CHANGE OF NAME Recorded Nov 19, 2018
From: FUJIFILM RI PHARMA CO., LTD.; TOYAMA CHEMICAL CO., LTD.
To: FUJIFILM TOYAMA CHEMICAL CO., LTD.
Reel/Frame 047536/0252 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 8, 2017
From: UCHIDA, TETSURO; UEHARA, SAYURI; TSUZUKI, TAKAYOSHI; OKUBO, YUSUKE; KOBAYASHI, YUTA; KOSEKI, YU
To: TOYAMA CHEMICAL CO., LTD.
Reel/Frame 044336/0187 →
Continuity (2)
Provisional Application 62172958 · Jun 9, 2015
Related Publication 20180141920A1 · May 24, 2018