Water → HCID 54686049, compound

HRID 880027Notes

Reaction equation

HRID 880027 reaction equation
[OH:1][C:2]1[C:3](=[O:13])[NH:4][CH:5]=[CH:6][C:7]=1[C:8]([O:10]CC)=[O:9].[Li+].[OH-].O>C1COCC1>[OH:1][C:2]1[C:3](=[O:13])[NH:4][CH:5]=[CH:6][C:7]=1[C:8]([OH:10])=[O:9]

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 54697099Ethyl 3-hydroxy-2-oxo-1,2-dihydropyridine-4-carboxylate2×

Product 1

HCID 54686049HCID 54686049, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a heterogeneous solution of ethyl 3-hydroxy-2-oxo-1,2-dihydropyridine-4-carboxylate (200 mg, 1.09 mmol) (Intermediate 1B) in THF (3 mL) was added LiOH (26.1 mg, 1.09 mmol) and H2O (1 mL). The reaction mixture was stirred for 16 h. The reaction mixture was adjusted to pH 2 and filtered. The filter cake was evaporated to dryness to give Intermediate 17A (160 mg, 1.0 mmol, 94% yield). HPLC/MS (Method D) RT=0.45 min, [M+1]+ 155.9.

Workup

  1. filtrationfiltered
  2. customThe filter cake was evaporated to dryness

Sources & evidence

ORD record
ord-9d3843a1bf6a40f3ad0c1f7362ea0fc9
Source dataset
uspto-grants-2015_03
Patent number
US08993557B2

Reaction notes

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