Hydrochloric Acid → HCID 70275612, compound

HRID 486273Notes

Reaction equation

HRID 486273 reaction equation
C(OC([NH:8][CH:9]1[CH:13]([CH3:14])[CH2:12][N:11]([C:15]2[CH:24]=[C:23]3[C:18]([C:19](=[O:31])[C:20]([C:28]([OH:30])=[O:29])=[CH:21][N:22]3[CH:25]3[CH2:27][CH2:26]3)=[C:17]([CH3:32])[C:16]=2[F:33])[CH2:10]1)=O)(C)(C)C.[ClH:34]>C(O)C>[ClH:34].[NH2:8][CH:9]1[CH:13]([CH3:14])[CH2:12][N:11]([C:15]2[CH:24]=[C:23]3[C:18]([C:19](=[O:31])[C:20]([C:28]([OH:30])=[O:29])=[CH:21][N:22]3[CH:25]3[CH2:27][CH2:26]3)=[C:17]([CH3:32])[C:16]=2[F:33])[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 146511867-(3-t-Butoxycarbonylamino-4-methyl-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Product 1

HCID 70275612HCID 70275612, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture comprising 7-(3-t-butoxycarbonylamino-4-methyl-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (trans form) (120 mg), ethanol (4 ml) and 10% hydrochloric acid (4 ml) is refluxed for 30 minutes After concentrating, the obtained residue is recrystallized from methanol - ethyl acetate to give 7-(3-amino-4-methyl-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride (trans form) (60 mg), as white powder, m.p. 272°-275° C.

Workup

  1. concentrationAfter concentrating
  2. customthe obtained residue is recrystallized from methanol - ethyl acetate

Sources & evidence

ORD record
ord-0d06ad936dd94c71bc08869bef7aa537
Source dataset
uspto-grants-1994_03
Patent number
US05290934

Reaction notes

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