Potassium Hydroxide → HCID 86708887, compound

HRID 529044Notes

Reaction equation

HRID 529044 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([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:3][CH:2]=1.[OH-].[K+]>O.CO>[N:1]1[CH:6]=[CH:5][C:4]([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:3][CH:2]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86708886HCID 86708886, compound

Product 1

HCID 86708887HCID 86708887, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of methyl 1-(pyridin-4-yl)-1H-indole-3-carboxylate (92 mg, 0.365 mmol) in water (365 μl) and MeOH (365 μl) was added KOH (102 mg, 1.823 mmol). The mixture was heated at 90° C. for 1 h then the MeOH was removed under reduced pressure. The residual aqueous layer was neutralized with 1M HCl (pH=6-7) then extracted with EtOAc. The combined organic layers were dried over anhydrous MgSO4, filtered, concentrated to afford the title compound as a yellow solid, which was used without further purification.

Workup

  1. customthe MeOH was removed under reduced pressure
  2. extractionthen extracted with EtOAc
  3. dry with materialThe combined organic layers were dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-647508ca53684a07a1601dbe1d172cb3
Source dataset
uspto-grants-2016_05
Patent number
US09346829B2

Reaction notes

Loading…