Lithium Hydroxide → HCID 23510084, compound

HRID 1883119Notes

Reaction equation

HRID 1883119 reaction equation
[CH3:1][S:2]([NH:5][C:6]1[CH:14]=[C:13]2[C:9]([CH:10]=[C:11]([C:15]([O:17]C)=[O:16])[NH:12]2)=[CH:8][CH:7]=1)(=[O:4])=[O:3].[OH-].[Li+]>CO.O>[CH3:1][S:2]([NH:5][C:6]1[CH:14]=[C:13]2[C:9]([CH:10]=[C:11]([C:15]([OH:17])=[O:16])[NH:12]2)=[CH:8][CH:7]=1)(=[O:3])=[O:4]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 23510162HCID 23510162, compound

Product 1

HCID 23510084HCID 23510084, compoundYield 72.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To 333 mg (1.24 mmol) of methyl 6-[(methylsulfonyl)amino]-1H-indole-2-carboxylate dissolved in 8 mL methanol was added 130 mg (3.10 mmol) lithium hydroxide dissolved in 2 mL water. The mixture was stirred at room temperature overnight, partitioned between ethyl acetate and 1 N hydrochloric acid, was dried over magnesium sulfate and concentrated to obtain 230 mg of 6-[(methylsulfonyl)amino]-1H-indole-2-carboxylic acid.

Workup

  1. custompartitioned between ethyl acetate and 1 N hydrochloric acid
  2. dry with materialwas dried over magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-7b56f09231e34392829d4dfe98ff0cb8
Source dataset
uspto-grants-2004_07
Patent number
US06759428B2

Reaction notes

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