Lithium Hydroxide → HCID 57933451, compound

HRID 1432445Notes

Reaction equation

HRID 1432445 reaction equation
[OH:1][C:2]1[CH:6]([CH:7]([CH3:9])[CH3:8])[NH:5][C:4](=[O:10])[C:3]=1[CH:11]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:12]1[NH:13][C:14]2[C:19]([C:20]=1[CH2:21][CH2:22][O:23]C(=O)C)=[CH:18][CH:17]=[CH:16][CH:15]=2.[Li+].[OH-]>CO>[OH:1][C:2]1[CH:6]([CH:7]([CH3:8])[CH3:9])[NH:5][C:4](=[O:10])[C:3]=1[CH:11]([C:12]1[NH:13][C:14]2[C:19]([C:20]=1[CH2:21][CH2:22][OH:23])=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57933444HCID 57933444, compound

Product 1

HCID 57933451HCID 57933451, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of acetic acid 2-{2-[(4-hydroxy-5-isopropyl-2-oxo-2,5-dihydro-1H-pyrrol-3-yl)-phenyl-methyl]-1H-indol-3-yl}-ethyl ester (40 mg) and LiOH (8.5 mg ) in MeOH (0.5 ml) was stirred at 22° C. for 30 min and evaporated. The residue was partitioned between 0.1 N aqueous HCl and AcOEt and the organic layer was dried and evaporated. The residue was chromatographed on silica using CH2Cl2/MeOH (10:3) to give the title compound as an orange foam. MS: 391.1 ([M+H]+).

Workup

  1. customevaporated
  2. customThe residue was partitioned between 0.1 N aqueous HCl and AcOEt
  3. customthe organic layer was dried
  4. customevaporated
  5. customThe residue was chromatographed on silica

Sources & evidence

ORD record
ord-f4663fbd921c48d3b3aea2ff5458350b
Source dataset
uspto-grants-2009_11
Patent number
US07612099B2

Reaction notes

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