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

HRID 2117254Notes

Reaction equation

HRID 2117254 reaction equation
C([O:3][C:4](=[O:22])[CH:5]([CH2:11][C:12]1[C:13]([CH2:20][OH:21])=[C:14]([OH:19])[C:15]([CH3:18])=[N:16][CH:17]=1)[C:6]([O:8]CC)=[O:7])C>[OH-].[Na+].C(O)C>[CH3:18][C:15]1[C:14]([OH:19])=[C:13]([CH2:20][OH:21])[C:12]([CH2:11][CH:5]([C:6]([OH:8])=[O:7])[C:4]([OH:22])=[O:3])=[CH:17][N:16]=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-9a4e806a99194468a37edcb6e7fd43aa
Source dataset
uspto-grants-2008_10
Patent number
US07442689B2

Reaction notes

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