Ciprofloxacin → HCID 13340206, compound

HRID 1654746Notes

Reaction equation

HRID 1654746 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:20])=[C:11]([N:14]4[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:21])[C:6]([C:22]([OH:24])=[O:23])=[CH:5]2)[CH2:3][CH2:2]1.[C:25]([O:29][C:30](=O)[O:31]C(C)(C)C)([CH3:28])([CH3:27])[CH3:26]>CO.C(Cl)(Cl)Cl>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:20])=[C:11]([N:14]4[CH2:19][CH2:18][N:17]([C:30]([O:29][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:31])[CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:21])[C:6]([C:22]([OH:24])=[O:23])=[CH:5]2)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 2764CiprofloxacinHCID 10219638Carbonic acid, bis(1,1-dimethylethyl) ester

Product 1

HCID 13340206HCID 13340206, compoundYield 97.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Conditions

Temperature
50 °C

Procedure

3.31 g of 1-cyclopropyl-6-fluoro-7-(piperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid was dissolved in a mixture of 30 ml of methanol and 20 ml of chloroform, and the resulting solution was stirred at 50° C. for 5 hours after addition of 2.29 g of di-t-butylcarbonate thereto. The solvent was removed under reduced pressure to obtain 4.2 g of the object compound

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-16bace35f918439f999c1d61d4bd017f
Source dataset
uspto-grants-1995_04
Patent number
US05409933

Reaction notes

Loading…