Methanol → HCID 58201222, compound

HRID 1944460Notes

Reaction equation

HRID 1944460 reaction equation
C[O:2][C:3](=[O:34])[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([F:14])=[CH:11][CH:12]=2)[C:7]([CH2:15][C:16]2[C:17]([S:22](=[O:32])(=[O:31])[N:23]([CH3:30])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[N:18][CH:19]=[CH:20][CH:21]=2)=[C:6]1[CH3:33].[OH-].[Na+].CO>Cl>[F:14][C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][CH:11]=1)[N:5]([CH2:4][C:3]([OH:34])=[O:2])[C:6]([CH3:33])=[C:7]2[CH2:15][C:16]1[C:17]([S:22](=[O:32])(=[O:31])[N:23]([CH3:30])[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[N:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 67043933HCID 67043933, compound

Product 1

HCID 58201222HCID 58201222, compoundYield 73.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of {5-fluoro-2-methyl-3-[2-(methylphenylsulfamoyl)pyridin-3-ylmethyl]indol-1-yl}acetic acid methyl ester (0.14 g), 1.0 M aqueous sodium hydroxide solution (1.0 mL) and methanol (10 mL) was stirred at room temperature for 1.5 hours. The mixture was diluted with 1.0 M aqueous hydrochloric acid solution and concentrated under reduced pressure. The residue was diluted with 1.0 M aqueous hydrochloric acid solution and the resulting precipitate was collected by filtration and dried to give the title compound as a white solid (0.10 g).

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was diluted with 1.0 M aqueous hydrochloric acid solution
  3. filtrationthe resulting precipitate was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-76328e8dfd494327ac77b605e4984c71
Source dataset
uspto-grants-2013_03
Patent number
US08394836B2

Reaction notes

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