Hydrochloric Acid → 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-[(4-piperidinyl)methyl]-1-piperazinyl]-3-quinolinecarboxylic acid

HRID 467277Notes

Reaction equation

HRID 467277 reaction equation
Cl.[CH2:2]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([F:27])=[C:11]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][CH:21]4[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)[CH2:16][CH2:15]3)[CH:12]=2)[C:7](=[O:28])[C:6]([C:29]([OH:31])=[O:30])=[CH:5]1)[CH3:3].Cl.C(=O)(O)[O-].[Na+]>O>[CH2:2]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([F:27])=[C:11]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][CH:21]4[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]4)[CH2:16][CH2:15]3)[CH:12]=2)[C:7](=[O:28])[C:6]([C:29]([OH:31])=[O:30])=[CH:5]1)[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 678962551-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-(4-piperidinylmethyl)-1-piperazinyl]-3-quinolinecarboxylic acid monohydrochloride

Product 1

HCID 198122971-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-[(4-piperidinyl)methyl]-1-piperazinyl]-3-quinolinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The free base was prepared from the hydrochloride (from Example 19) by dissolving the hydrochloride in water (15 mL/2 g of hydrochloride) and adding saturated aqueous sodium bicarbonate until the pH exceeded 8. After stirring for 15 minutes, the precipitate was collected, washed with water and dried to give the desired product.

Workup

  1. customthe precipitate was collected
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-bbd38f688e024fce81ca8d4eb929783a
Source dataset
uspto-grants-1992_10
Patent number
US05159077

Reaction notes

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