Lithium Hydroxide → HCID 19603805, compound

HRID 1604679Notes

Reaction equation

HRID 1604679 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][N:20]4[C:28]5[C:23](=[CH:24][C:25]([O:29][CH2:30][C:31](=[O:35])[N:32]([CH3:34])[CH3:33])=[CH:26][CH:27]=5)[C:22]([CH2:36][C:37]([O:39]C)=[O:38])=[CH:21]4)=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Li+]>CO>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][N:20]4[C:28]5[C:23](=[CH:24][C:25]([O:29][CH2:30][C:31](=[O:35])[N:32]([CH3:34])[CH3:33])=[CH:26][CH:27]=5)[C:22]([CH2:36][C:37]([OH:39])=[O:38])=[CH:21]4)=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 54315398HCID 54315398, compound

Product 1

HCID 19603805HCID 19603805, compoundYield 54.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}-5-(N',N'-dimethylcarbamoylmethoxy)indole-3-acetate (0.15 g) and 1N-lithium hydroxide (0.52 ml) in methanol (2 ml) was stirred at room temperature for 8 hours. After removal of solvent, the residue was dissolved into water and the solution was acidified with diluted hydrochloric acid. The resulting precipitates were collected by filtration and washed with water to give 1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}-5-(N',N'-dimethylcarbamoylmethoxy)indole-3-acetic acid (80 mg).

Workup

  1. customAfter removal of solvent
  2. dissolutionthe residue was dissolved into water
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-f38b9603015f4c29a8c1592d93559e5d
Source dataset
uspto-grants-1999_11
Patent number
US05994378

Reaction notes

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