Hydrochloric Acid → HCID 23284716, compound

HRID 369317Notes

Reaction equation

HRID 369317 reaction equation
C(OC([NH:8][C:9]1[C:10]([F:38])=[CH:11][C:12]([F:37])=[C:13]([N:15]2[C:24]3[C:19](=[CH:20][C:21]([F:30])=[C:22]([F:29])[C:23]=3[O:25][CH:26]([CH3:28])[CH3:27])[C:18](=[O:31])[C:17]([C:32]([O:34]CC)=[O:33])=[CH:16]2)[CH:14]=1)=O)(C)(C)C.Cl>C(O)(=O)C>[NH2:8][C:9]1[C:10]([F:38])=[CH:11][C:12]([F:37])=[C:13]([N:15]2[C:24]3[C:19](=[CH:20][C:21]([F:30])=[C:22]([F:29])[C:23]=3[O:25][CH:26]([CH3:28])[CH3:27])[C:18](=[O:31])[C:17]([C:32]([OH:34])=[O:33])=[CH:16]2)[CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23284797HCID 23284797, compound

Product 1

HCID 23284716HCID 23284716, compoundYield 70.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 1-[5-(tert-butoxycarbonylamino)-2,4-difluorophenyl]-6,7-difluoro-8-isopropyloxy-4-oxo-1,4-dihydroquinoline-3-carboxylate (530 mg) were added to a mixed liquid of 4N hydrochloric acid (2 ml) and acetic acid (2 ml), and the mixture was stirred and heated under reflux for 50 minutes. The reaction mixture was concentrated under reduced pressure. Deposits were dispersed in ethanol, collected by filtration and washed with ethanol and diisopropyl ether in that order to obtain the title compound (285 mg) as a pale brown powder.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 50 minutes
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. additionDeposits were dispersed in ethanol
  5. filtrationcollected by filtration
  6. washwashed with ethanol and diisopropyl ether in that order

Sources & evidence

ORD record
ord-480784ee790245749d5dc68cb2b7eb4d
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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