Hydrochloric Acid → HCID 14651207, compound

HRID 2396984Notes

Reaction equation

HRID 2396984 reaction equation
C(OC([NH:8][CH:9]1[CH:13]([CH3:14])[CH2:12][N:11]([C:15]2[C:24]([F:25])=[C:23]3[C:18]([C:19](=[O:32])[C:20]([C:29]([OH:31])=[O:30])=[CH:21][N:22]3[CH:26]3[CH2:28][CH2:27]3)=[C:17]([CH3:33])[C:16]=2[F:34])[CH2:10]1)=O)(C)(C)C.[ClH:35]>C(O)C>[ClH:35].[NH2:8][CH:9]1[CH:13]([CH3:14])[CH2:12][N:11]([C:15]2[C:24]([F:25])=[C:23]3[C:18]([C:19](=[O:32])[C:20]([C:29]([OH:31])=[O:30])=[CH:21][N:22]3[CH:26]3[CH2:28][CH2:27]3)=[C:17]([CH3:33])[C:16]=2[F:34])[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14651212HCID 14651212, compound

Product 1

HCID 14651207HCID 14651207, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture comprising 7-(3-t-butoxycarbonylamino-4-methyl-1-pyrrolidinyl)-1-cyclopropyl-6, 8-difluoro-5-methyl1,4-dihydro-4-oxoquinoline-3-carboxylic acid (trans form) (125 mg), ethanol (4 ml) and 10% hydrochloric acid (4 ml) is refluxed for 30 minutes. After concentrating, the obtained residue is recrystallized from ethanol to give 7-(3-amino-4-methyl-1-pyrrolidinyl)-1-cyclopropyl-6, 8-difluoro-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid monohydrochloride (trans form) (63 mg), as pale yellow powder, m.p. 214°-216° C.

Workup

  1. concentrationAfter concentrating
  2. customthe obtained residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-845194e2f5524f26ac602a2416ab164a
Source dataset
uspto-grants-1996_02
Patent number
US05495020

Reaction notes

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