Lithium Hydroxide → HCID 121386217, compound

HRID 2202890Notes

Reaction equation

HRID 2202890 reaction equation
[I:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH3:16])=[C:9]([C:11]([O:13]CC)=[O:12])[N:10]=2)[CH:7]=1.[OH-].[Li+]>C1COCC1.O>[I:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH3:16])=[C:9]([C:11]([OH:13])=[O:12])[N:10]=2)[CH:7]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 121386250HCID 121386250, compound

Product 1

HCID 121386217HCID 121386217, compoundYield 72.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of ethyl 6-iodo-3-methylimidazo[1,2-a]pyridine-2-carboxylate (1.5 g) in a mixture of THF (10 ml) and water (10 ml) was added aqueous lithium hydroxide (381 mg), and the resulting mixture was stirred for 16 h at room temperature. The mixture was concentrated in vacuo, and partitioned between EtOAc and water. The organic layer was neutralized with 2 M HCl. The mixture was extracted with EtOAc, dried over Na2SO4, and concentrated in vacuo to give the title compound (1 g) as a yellow solid.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. custompartitioned between EtOAc and water
  3. extractionThe mixture was extracted with EtOAc
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f1db9ceca3094186bd38c608868e6560
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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