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ChemicalBook CAS DataBase List Ciprofloxacin
85721-33-1

Ciprofloxacin synthesis

11synthesis methods
Ciprofloxacin, 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolincarboxylic acid (33.2.19), is synthesized in a completely analogous scheme, except that instead of using ethyl iodide in the alkylation stage, cyclopropyl bromide is used.
-

Yield:85721-33-1 960 mg

Reaction Conditions:

in (methylsulfinyl)methane;Heating;

Steps:

2 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-l-yl)-l,4-dihydroquinoIine-3-carboxylic acid (1)

To a solution of 7 (3.77 mmoles) in DMSO (30 mL) in a round bottom flask was added the piperazine ( 15 mmoles) and the mixture was heated to 90 °C. The reaction was monitored by HPLC. Upon complete consumption of the starting material, the reaction mixture was cooled to room temperature. 4 N HCl was added to the mixture to adjust the pH to 7. Ciprofloxacin (1) was allowed to gradually precipitate in a 4 °C fridge. The solid was filtered, washed three times with water and three times with acetone and dried, affording 960 mg yellow solid.

References:

WO2018/231747,2018,A2 Location in patent:Page/Page column 19; 33; 36-37

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