Hydrochloric Acid → HCID 23284726, compound

HRID 369298Notes

Reaction equation

HRID 369298 reaction equation
Cl.[NH2:2][C:3]1[C:12]([Cl:13])=[C:11]2[C:6]([C:7](=[O:35])[C:8]([C:30]([O:32]CC)=[O:31])=[CH:9][N:10]2[C:14]2[CH:19]=[C:18]([NH:20]C(OC(C)(C)C)=O)[C:17]([F:28])=[CH:16][C:15]=2[F:29])=[C:5]([CH3:36])[C:4]=1[F:37].[OH-].[Na+]>>[NH2:2][C:3]1[C:12]([Cl:13])=[C:11]2[C:6]([C:7](=[O:35])[C:8]([C:30]([OH:32])=[O:31])=[CH:9][N:10]2[C:14]2[CH:19]=[C:18]([NH2:20])[C:17]([F:28])=[CH:16][C:15]=2[F:29])=[C:5]([CH3:36])[C:4]=1[F:37]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23284677HCID 23284677, compound

Product 1

HCID 23284726HCID 23284726, compoundYield 43.1%

Procedure

12N Hydrochloric acid (5 ml) was added to ethyl 7-amino-1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-8-chloro-6-fluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (1.75 g), and the mixture wags stirred overnight while heating under reflux. After the reaction mixture was allowed to cool, it was neutralized with a 20% aqueous solution of sodium hydroxide, arid solids deposited were collected by filtration. The solids were washed with ethanol and dried to obtain the title compound (570 mg) as a pale brown powder.

Workup

  1. temperaturewhile heating
  2. temperatureunder reflux
  3. temperatureto cool
  4. filtrationdeposited were collected by filtration
  5. washThe solids were washed with ethanol
  6. customdried

Sources & evidence

ORD record
ord-cddfb2e2bfd041648bb6265f41cb1474
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

Loading…