Hydrochloric Acid → 2-[3-(4-chlorophenyl)sulfonyl-2,5-dimethylindol-1-yl]acetic acid

HRID 2240546Notes

Reaction equation

HRID 2240546 reaction equation
C([O:3][C:4](=[O:27])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([CH3:15])=[CH:12][CH:13]=2)[C:8]([S:16]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])=[C:7]1[CH3:26])C.[OH-].[Na+].Cl>C(O)C>[Cl:25][C:22]1[CH:21]=[CH:20][C:19]([S:16]([C:8]2[C:9]3[C:14](=[CH:13][CH:12]=[C:11]([CH3:15])[CH:10]=3)[N:6]([CH2:5][C:4]([OH:27])=[O:3])[C:7]=2[CH3:26])(=[O:18])=[O:17])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68689500HCID 68689500, compound

Product 1

HCID 104072752-[3-(4-chlorophenyl)sulfonyl-2,5-dimethylindol-1-yl]acetic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product of step (c) was dissolved in ethanol (10 ml) and 10% NaOH (aq) (10 ml) was added and stirred for 1 h. The reaction mixture was then acidified with HCl (aq), and extracted with EtOAc. Purification by solid phase extraction using NH2 sorbent (2 g), eluting with acetonitrile followed by 10% acetic acid/acetonitrile, gave the title compound (0.301 g).

Workup

  1. extractionextracted with EtOAc
  2. customPurification
  3. extractionby solid phase extraction
  4. washeluting with acetonitrile

Sources & evidence

ORD record
ord-3d42029f7da341518f6d04511329dcc2
Source dataset
uspto-grants-2010_05
Patent number
US07723373B2

Reaction notes

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