HCID 14652583, compound → HCID 86743627, compound

HRID 477864Notes

Reaction equation

HRID 477864 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:29])=[C:11]([N:15]4[CH2:20][CH2:19][O:18][CH:17]([CH2:21][N:22](C(OCC)=O)[CH3:23])[CH2:16]4)[C:12]=3[F:14])[C:7](=[O:30])[C:6](C(OCC)=O)=[CH:5]2)[CH2:3][CH2:2]1>Cl>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:29])=[C:11]([N:15]4[CH2:20][CH2:19][O:18][CH:17]([CH2:21][NH:22][CH3:23])[CH2:16]4)[C:12]=3[F:14])[C:7](=[O:30])[CH:6]=[CH:5]2)[CH2:2][CH2:3]1

Participants

3

Reactant 1

HCID 14652583HCID 14652583, compound

Product 1

HCID 86743627HCID 86743627, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A suspension of 2.5 g of ethyl 1-cyclopropyl-6,8-difluoro-7-[2-(N-ethoxycarbonyl-N-methylaminomethyl)morpholino]-1,4-dihydro-4-oxoquinoline-3-carboxylate in 20 ml of 10% aqueous hydrochloric acid is refluxed for 12 hours. The reaction mixture is concentrated under reduced pressure, and to the obtained crystals is added ethanol. The crystals are collected by filtration with suction, washed with ethanol and then dried to give 1.6 g of 1-cyclopropyl-6,8-difluoro-7-[2-(methylaminomethyl)morpholino]-1,4-dihydro-4-oxoquinoline-3-[carboxylic acid. hydrochloride in 73% yield, melting at 289°-290° C. with decomposition.

Workup

  1. temperatureis refluxed for 12 hours
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. additionto the obtained crystals is added ethanol
  4. filtrationThe crystals are collected by filtration with suction
  5. washwashed with ethanol
  6. customdried

Sources & evidence

ORD record
ord-558521f3af5f4c51b998778722627976
Source dataset
uspto-grants-1989_12
Patent number
US04889857

Reaction notes

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