Potassium trimethylsilanolate → HCID 90031924, compound

HRID 624667Notes

Reaction equation

HRID 624667 reaction equation
[CH3:1][N:2]1[C:6]([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([C:16]([O:18]C)=[O:17])=[CH:8]2)=[CH:5][N:4]=[CH:3]1.C[Si](C)(C)[O-].[K+]>C1COCC1>[CH3:1][N:2]1[C:6]([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([C:16]([OH:18])=[O:17])=[CH:8]2)=[CH:5][N:4]=[CH:3]1

Participants

4

Reactant 2

HCID 23668039Potassium trimethylsilanolateHCID 90031463HCID 90031463, compound

Product 1

HCID 90031924HCID 90031924, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 1-(1-methyl-1H-imidazol-5-yl)-1H-indole-3-carboxylate (40 mg, 0.157 mmol) in THF (1567 μl) was treated with potassium trimethylsilanolate (223 mg, 1.567 mmol) in one portion at RT and the resulting reaction mixture stirred overnight. ISCO purification (10% MeOH/DCM) afforded the title compound as a white solid.

Workup

  1. customthe resulting reaction mixture
  2. customISCO purification (10% MeOH/DCM)

Sources & evidence

ORD record
ord-37cc8b661dc64c53bfc7b6df532ec071
Source dataset
uspto-grants-2016_04
Patent number
US09303045B2

Reaction notes

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