Hydrochloric Acid → HCID 14652622, compound

HRID 477833Notes

Reaction equation

HRID 477833 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:24])=[C:10]([N:14]3[CH2:19][CH2:18][O:17][CH:16]([CH2:20][NH:21]C=O)[CH2:15]3)[C:11]=2[F:13])[C:6](=[O:25])[C:5]([C:26]([OH:28])=[O:27])=[CH:4]1)[CH3:2].[ClH:29].O>CO>[ClH:29].[NH2:21][CH2:20][CH:16]1[CH2:15][N:14]([C:10]2[C:11]([F:13])=[C:12]3[C:7]([C:6](=[O:25])[C:5]([C:26]([OH:28])=[O:27])=[CH:4][N:3]3[CH2:1][CH3:2])=[CH:8][C:9]=2[F:24])[CH2:19][CH2:18][O:17]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 146526021-Ethyl-6,8-difluoro-7-[2-(formylaminomethyl)morpholino]-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Product 1

HCID 14652622HCID 14652622, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 500 mg of 1-ethyl-6,8-difluoro-7-[2-(formylaminomethyl)morpholino]-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 1 ml of concentrated hydrochloric acid, 2 ml of water and 10 ml of methanol is refluxed for 1.5 hours. The reaction mixture is concentrated under reduced pressure. The obtained crystals are washed with acetone, collected by filtration and recrystallized from dimethylformamide to give 7-[2-(aminomethyl)morpholino]-1-ethyl-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride, melting at 276°-278° C. with decomposition.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. washThe obtained crystals are washed with acetone
  3. filtrationcollected by filtration
  4. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-1875382aeec84616b2a292f5272f54b6
Source dataset
uspto-grants-1989_12
Patent number
US04889857

Reaction notes

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