1,3-Diethyl 2-[[5-hydroxy-4-(hydroxymethyl)-6-methyl-3-pyridinyl]methyl]propanedioate → HCID 9813750, compound

HRID 433115Notes

Reaction equation

HRID 433115 reaction equation
[CH3:1][C:2]1[C:7]([OH:8])=[C:6]([CH2:9][OH:10])[C:5]([CH2:11][CH:12]([C:18]([O:20]CC)=[O:19])[C:13]([O:15]CC)=[O:14])=[CH:4][N:3]=1>[OH-].[Na+].C(O)C>[CH3:1][C:2]1[C:7]([OH:8])=[C:6]([CH2:9][OH:10])[C:5]([CH2:11][CH:12]([C:18]([OH:20])=[O:19])[C:13]([OH:15])=[O:14])=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 99664771,3-Diethyl 2-[[5-hydroxy-4-(hydroxymethyl)-6-methyl-3-pyridinyl]methyl]propanedioate

Product 1

HCID 9813750HCID 9813750, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

The product of Example 25, of structure XXIX (620 mg, 2.0 mmol) was dissolved in aqueous NaOH (2 M, 4 mL) and stirred at room temperature for 1 hour. The reaction was quenched by adding 6 N HCl to give pH 4 to 5. The solution was diluted with 95% ethanol, separated from the precipitated salts and evaporated to give 540 mg.

Workup

  1. customThe reaction was quenched
  2. additionby adding 6 N HCl
  3. customto give pH 4 to 5
  4. customseparated from the precipitated salts
  5. customevaporated
  6. customto give 540 mg

Sources & evidence

ORD record
ord-a41bace2fc694feb8faec40ab38d9768
Source dataset
uspto-grants-2003_12
Patent number
US06667315B2

Reaction notes

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