Fluoroquinolonic acid → Ciprofloxacin

HRID 729058Notes

Reaction equation

HRID 729058 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:15])=[C:11](Cl)[CH:12]=3)[C:7](=[O:16])[C:6]([C:17]([OH:19])=[O:18])=[CH:5]2)[CH2:3][CH2:2]1.[Si]([N:27]1[CH2:32][CH2:31][N:30](C)[CH2:29][CH2:28]1)(C(C)(C)C)(C)C>>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:15])=[C:11]([N:27]4[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]4)[CH:12]=3)[C:7](=[O:16])[C:6]([C:17]([OH:19])=[O:18])=[CH:5]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 483180Fluoroquinolonic acidHCID 194347814-(t-Butyldimethylsilyl)-1-methyl piperazine

Product 1

HCID 2764Ciprofloxacin

Procedure

In a manner similar to that of Example 1, 1-cyclopropyl-6-fluoro-7-chloro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid (II, R1 : cyclopropyl; X: chloro) is reacted with 1-(t-butylmethylsilyl)piperazine (III, R2 : hydrogen; R3 and R4 : methyl; R5 : t-butyl) to afford a solid compound.

Workup

  1. customto afford a solid compound

Sources & evidence

ORD record
ord-be9d3679ec2a4cf99730722a05242b9d
Source dataset
uspto-grants-1991_09
Patent number
US05051505

Reaction notes

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