Hydrochloric Acid → HCID 9951478, compound

HRID 1078271Notes

Reaction equation

HRID 1078271 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:13]2[CH2:17][C@H:16]([CH3:18])[C@H:15]([NH:19]C(=O)C(F)(F)F)[CH2:14]2)[C:9]([CH3:26])=[C:8]2[C:3]=1[C:4](=[O:33])[C:5]([C:30]([OH:32])=[O:31])=[CH:6][N:7]2[CH:27]1[CH2:29][CH2:28]1.[OH-].[K+].Cl>O>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:13]2[CH2:17][C@H:16]([CH3:18])[C@H:15]([NH2:19])[CH2:14]2)[C:9]([CH3:26])=[C:8]2[C:3]=1[C:4](=[O:33])[C:5]([C:30]([OH:32])=[O:31])=[CH:6][N:7]2[CH:27]1[CH2:28][CH2:29]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 15346926HCID 15346926, compound

Product 1

HCID 9951478HCID 9951478, compoundYield 103.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.00 g of 5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methyl-7-(cis-4-methyl-3-trifluoroacetylamino-1-pyrrolidinyl)-4-oxoquinoline-3-carboxylic acid, 1.40 g of potassium hydroxide and 14 ml of water was stirred at room temperature for 1 hour, and then neutralized with 10% aqueous hydrochloric acid to pH 8. The deposited crystals were collected by filtration and washed with water, isopropanol and diethyl ether to give 1.65 g of the desired compound as yellow crystals. The crystals were subsequently recrystallized from a mixture of methylene chloride and methanol and 1.32 g of yellow prisms, m.p. 213.5°-215° C. were obtained.

Workup

  1. filtrationThe deposited crystals were collected by filtration
  2. washwashed with water, isopropanol and diethyl ether

Sources & evidence

ORD record
ord-9197ad614ad347bbb4ba68dd2947ce06
Source dataset
uspto-grants-1996_08
Patent number
US05547962

Reaction notes

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