Sodium Hydroxide → HCID 15232185, compound

HRID 1492526Notes

Reaction equation

HRID 1492526 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]([C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)[CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][C:22]([O:24]CC)=[O:23])=[CH:16][CH:15]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C.O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]([C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)[CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][C:22]([OH:24])=[O:23])=[CH:16][CH:15]=2)(=[O:9])=[O:10])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 15232184HCID 15232184, compound

Product 1

HCID 15232185HCID 15232185, compoundYield 65.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

Ethyl 3-{4-[2-(4-Chlorobenzenesulfonamido)-2-(3-pyridyl)ethyl]phenyl}propionate (49 mg) was dissolved in a mixed solvent of 1 ml of ethanol and 1 ml of tetrahydrofuran, followed by addition of 0.30 ml of aqueous 2N sodium hydroxide solution, and stirred at 60° C. for 20 minutes. The reaction mixture was concentrated under reduced pressure, which was then adjusted to neutrality with 2N hydrogen chloride. Then, the crystalline deposited was taken out by filtration, and washed in water, followed by drying, to produce 30 mg of 3-{4-[2-(4-chlorobenzenesulfonamido)-2(3-pyridyl)ethyl]phenyl}propionic acid. The spectrometric data supports the structure of [25] as follows.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, which
  2. filtrationThen, the crystalline deposited was taken out by filtration
  3. washwashed in water
  4. customby drying

Sources & evidence

ORD record
ord-c8b03422404f474cac8032863ca40580
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

Loading…