Hydrochloric Acid → HCID 14052592, compound

HRID 1722303Notes

Reaction equation

HRID 1722303 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:29])=[C:11]([N:15]4[CH2:19][CH2:18][CH:17]([CH2:20][NH:21]C(OC(C)(C)C)=O)[CH2:16]4)[C:12]=3[CH3:14])[C:7](=[O:30])[C:6]([C:31]([OH:33])=[O:32])=[CH:5]2)[CH2:3][CH2:2]1.[ClH:34]>C(O)C>[ClH:34].[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:29])=[C:11]([N:15]4[CH2:19][CH2:18][CH:17]([CH2:20][NH2:21])[CH2:16]4)[C:12]=3[CH3:14])[C:7](=[O:30])[C:6]([C:31]([OH:33])=[O:32])=[CH:5]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15622514HCID 15622514, compound

Product 1

HCID 14052592HCID 14052592, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 1-cyclopropyl-7-[3-(t-butoxycarbonylaminomethyl)-1-pyrrolidinyl]-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.1 g) are added 10% hydrochloric acid (4 ml) and ethanol (2 ml), and the mixture is reacted at 70° C. for 10 minutes. After concentrating, the resulting residue is crystallized by adding thereto diethyl ether and then recrystallized from ethyl acetate-methanol to give 1-cyclopropyl-7-(3-aminomethyl-1-pyrrolidinyl)-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride (45 mg), as yellow crystals, m.p. 195°-200° C.

Workup

  1. customthe mixture is reacted at 70° C. for 10 minutes
  2. concentrationAfter concentrating
  3. customthe resulting residue is crystallized
  4. additionby adding
  5. customdiethyl ether and then recrystallized from ethyl acetate-methanol

Sources & evidence

ORD record
ord-6ea5930f84b644f4b7509ab2485f0701
Source dataset
uspto-grants-1989_08
Patent number
US04855292

Reaction notes

Loading…