IP Library › Granted Patent US 12,297,206
Granted Patent B2
US 12,297,206 · App. 17/615,437 · Granted May 13, 2025

Method for synthesizing furoimidazopyridine compound, polymorphic substance and polymorphic substance of salt

Inventors: Congxin Liang (Jupiter, FL); Laibao Wang (Shanghai, CN); Haihui Liu (Shanghai, CN)
Assignee: Biohaven Therapeutics Ltd.
C07D491/147C07B2200/13
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Quick Facts
Patent No.
US 12,297,206
App. No.
17/615,437
Granted
May 13, 2025
Kind
B2
Abstract

A method for synthesizing a compound 2-[(2R,5S)-5-[2-methylfuro[3,2-b]imidazo[4,5-d]pyridin-1-yl]tetrahydropyran-2-yl]acetonitr ile as a selective JAK1/TYK2 kinase inhibitor. The compound is prepared by taking 7-chloro-6-nitrofuro[3,2-b]pyridine as the starting material, and by nucleophilic substitution, palladium on carbon reduction and cyclization reactions. The present synthesis method has mild reaction conditions, high product yield and high purity, and is suitable for industrial production. A crystal form of the compound, crystal forms of the salts thereof and preparation methods thereof. The crystal form of the compound and the crystal forms of the salts thereof have good physical and chemical properties and are suitable for drug development.

Claims (4)

1. Crystal form O of a tartrate of a compound of formula I

wherein the X-ray powder diffraction pattern of the crystal form shows characteristic peaks at 2theta angles of 6.3°±0.2°, 26.1°±0.2° and 26.9°±0.2°.

2. The crystal form O of a tartrate of a compound of formula I according to claim 1 , wherein the X-ray powder diffraction pattern of the crystal form shows characteristic peaks at 2theta angles of 6.3°±0.2°, 12.5°±0.2°, 15.1°±0.2°, 26.1°±0.2°, 26.9°±0.2° and 27.5°±0.2°.

3. The crystal form O of a tartrate of a compound of formula I according to claim 1 , wherein the X-ray powder diffraction pattern of the crystal form shows characteristic peaks at 2theta angles of 6.3°±0.2°, 11.4°±0.2°, 12.5°±0.2°, 14.1°±0.2°, 14.4°±0.2°, 15.1°±0.2°, 26.1°±0.2°, 26.9°±0.2° and 27.5°±0.2°.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 6, 2022
From: HIGHLIGHTLL PHARMACEUTICAL (HAINAN) CO., LTD
To: HANGZHOU HIGHLIGHTLL PHARMACEUTICAL CO., LTD.
Reel/Frame 059618/0464 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 30, 2021
From: LIANG, CONGXIN; WANG, LAIBAO; LIU, HAIHUI
To: HIGHLIGHTLL PHARMACEUTICAL (HAINAN) CO., LTD.
Reel/Frame 058246/0149 →
Priority Claims (1)
CN 201910490711.4 · Jun 6, 2019 · national
Continuity (1)
Related Publication 20220242873A1 · Aug 4, 2022
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Cited By (1)
US 50,799