Hydrochloric Acid → HCID 13340207, compound

HRID 637927Notes

Reaction equation

HRID 637927 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)([O:36][CH2:37][CH2:38][N:39]1[CH:43]=[CH:42][CH:41]=[N:40]1)[O:26]C1C=CC([N+]([O-])=O)=CC=1.Cl>N1C=CC=CC=1.O>[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:25]([O:36][CH2:37][CH2:38][N:39]5[CH:43]=[CH:42][CH:41]=[N:40]5)=[O:26])[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

6

Reactant 3

HCID 313Hydrochloric AcidHCID 2764CiprofloxacinHCID 20254729HCID 20254729, compound

Product 1

HCID 13340207HCID 13340207, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

A mixture of 3.3 g (0.01 mol) of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(piperazin-1-yl)-quinoline-3-carboxylic acid and 2.8 g (0.01 mol) of 4-nitrophenyl 2-(pyrazol-1-yl)-ethyl carbonate in 40 ml of pyridine is stirred for 1 day at room temperature. Thereafter, it is diluted with 30 ml of water and acidified with 2N hydrochloric acid, and the precipitate is filtered off under suction and recrystallised from glycol monomethyl ether. 2.8 g (60% of theory) of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-{-4-[(pyrazol-1-yl)-ethoxycarbonyl]-piperazin-1-yl}-quinoline-3-carboxylic acid of melting point 205°-208° C. are obtained.

Workup

  1. filtrationthe precipitate is filtered off under suction
  2. customrecrystallised from glycol monomethyl ether

Sources & evidence

ORD record
ord-8bf514070f024a8888c27c6e094b063c
Source dataset
uspto-grants-1985_12
Patent number
US04559341

Reaction notes

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