IP Library Granted Patent US 8,497,377
Granted Patent B2
US 8,497,377 · App. 12/442,680 · Granted Jul 30, 2013

Process for preparing pradofloxacin

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Quick Facts
Patent No.
US 8,497,377
App. No.
12/442,680
Granted
Jul 30, 2013
Kind
B2
Abstract

The invention relates to an improved process for preparing pradofloxacin, in which the substituent in the 7 position is introduced by nucleophilic substitution in an N-methylpyrrolidone-ethanol solvent mixture.

Claims (5)

1. Process for preparing pradofloxacin of the formula (I)

by reacting, optionally in the presence of a base, the compound of the formula (II)

with (1S,6S)-2,8-diazabicyclo-[4.3.0]nonane of the formula (III)

in a solvent mixture of N-methylpyrrolidone and ethanol, wherein the solvent mixture contains 70 to 90% by weight of ethanol and 30 to 10% by weight N-methylpyrrolidone, wherein the reaction is performed at a temperature range of from 20 to 180° C.

2. Process according to claim 1 , wherein the (1S,6S)-2,8-diaza-bicyclo[4.3.0]nonane of the formula (III) is used in a molar ratio to the 7 chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid of the formula (II) of 1:1.01 to 1:1.30.

Assignments (4)
CHANGE OF NAME Recorded Feb 8, 2024
From: BAYER ANIMAL HEALTH GMBH
To: ELANCO ANIMAL HEALTH GMBH
Reel/Frame 066525/0898 →
NUNC PRO TUNC ASSIGNMENT Recorded Feb 7, 2024
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER ANIMAL HEALTH GMBH
Reel/Frame 066401/0955 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 1, 2013
From: BAYER ANIMAL HEALTH GMBH
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 030127/0549 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 2, 2009
From: ADAM, THOMAS; WISCHNAT, RALF; WEIDEMANN, KLAUS
To: BAYER ANIMAL HEALTH GMBH
Reel/Frame 022497/0606 →