Hydrochloric Acid → HCID 10761931, compound

HRID 1078273Notes

Reaction equation

HRID 1078273 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:13]2[CH2:17][CH2:16][C:15]([NH:19]C(OC(C)(C)C)=O)([CH3:18])[CH2:14]2)[C:9]([CH3:27])=[C:8]2[C:3]=1[C:4](=[O:34])[C:5]([C:31]([OH:33])=[O:32])=[CH:6][N:7]2[CH:28]1[CH2:30][CH2:29]1.Cl.[OH-].[K+]>O>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:13]2[CH2:17][CH2:16][C:15]([NH2:19])([CH3:18])[CH2:14]2)[C:9]([CH3:27])=[C:8]2[C:3]=1[C:4](=[O:34])[C:5]([C:31]([OH:33])=[O:32])=[CH:6][N:7]2[CH:28]1[CH2:29][CH2:30]1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 14797Potassium HydroxideHCID 10528510HCID 10528510, compound

Product 1

HCID 10761931HCID 10761931, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 0.76 g of 5-Amino-7-(3-tert-butoxycarbonylamino-3-methyl-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methyl-4-oxoquinoline-3-carboxylic acid, 1.1 ml of hydrochloric acid was added and then stirred at room temperature for 2 hours. To the reaction mixture, a solution of 0.89 g of potassium hydroxide in 1.8 ml of water was added under ice cooling and resulting mixture was neutralized with 10% hydrochloric acid to pH 8. The deposited crystals were collected by filtration and washed with water to give 0.33 g of the desired compound as yellow crystals. The crystals were subsequently recrystallized from a mixture of methylene chloride and methanol to afford 0.30 g of yellow crystals, m.p. 217°-221° C. were obtained.

Workup

  1. customresulting mixture
  2. filtrationThe deposited crystals were collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-13cb50df85ec4ccd9790369af10815bf
Source dataset
uspto-grants-1996_08
Patent number
US05547962

Reaction notes

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