Hydrogen Bromide → HCID 13772786, compound

HRID 868062Notes

Reaction equation

HRID 868062 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:23])=[C:10]([C:15]3[N:16]=[C:17]([CH2:20][NH:21][CH3:22])[S:18][CH:19]=3)[C:11]=2[O:13]C)[C:6](=[O:24])[C:5]([C:25]([OH:27])=[O:26])=[CH:4]1)[CH3:2].Br>C(O)(=O)C>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:23])=[C:10]([C:15]3[N:16]=[C:17]([CH2:20][NH:21][CH3:22])[S:18][CH:19]=3)[C:11]=2[OH:13])[C:6](=[O:24])[C:5]([C:25]([OH:27])=[O:26])=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 260Hydrogen Bromide2×HCID 13772784HCID 13772784, compound

Product 1

HCID 13772786HCID 13772786, compoundYield 85.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
70 °C

Procedure

To 700 mg (1.79 mmol) of the 1-ethyl-6-fluoro-1,4-dihydro-8-methoxy-7-[2-[(methylamino)methyl]-4-thiazolyl]-4-oxo-3-quinolinecarboxylic acid was added 8 ml of hydrobromic acid in acetic acid and the mixture was heated to 70° C. After four hours 8 ml more hydrobromic acid was added and the mixture stirred overnight. The solids were collected, dissolved in aqueous ammonia and concentrated to one fourth volume. Filtration gave 580 mg of 1-ethyl-6-fluoro-1,4-dihydro-8-hydroxy-7-[2-[(methylamino)methyl]-4thiazolyl]-4-oxo-3-quinolinecarboxylic acid, mp 242°-246° C.

Workup

  1. customThe solids were collected
  2. dissolutiondissolved in aqueous ammonia
  3. concentrationconcentrated to one fourth volume
  4. filtrationFiltration

Sources & evidence

ORD record
ord-f86ed11f38e247a48617392d4083ed1d
Source dataset
uspto-grants-1988_10
Patent number
US04777175

Reaction notes

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