Hydrochloric Acid → HCID 58565227, compound

HRID 554665Notes

Reaction equation

HRID 554665 reaction equation
C([O:3][C:4](=[O:18])[CH2:5][C:6]1[N:11]=[C:10]([O:12][CH2:13][CH3:14])[CH:9]=[C:8]([O:15][CH2:16][CH3:17])[N:7]=1)C.[Li+].[OH-].Cl>C1COCC1>[CH2:16]([O:15][C:8]1[CH:9]=[C:10]([O:12][CH2:13][CH3:14])[N:11]=[C:6]([CH2:5][C:4]([OH:18])=[O:3])[N:7]=1)[CH3:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58565059(4,6-Diethoxy-pyrimidin-2-yl)-acetic acid ethyl ester

Product 1

HCID 58565227HCID 58565227, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To (4,6-diethoxy-pyrimidin-2-yl)-acetic acid ethyl ester (0.218 g, 0.86 mmol) in THF (3 mL) was added 1N aqueous LiOH (2.58 mL, 2.58 mmol), and the reaction was stirred at 50° C. for 1 hour, and then at room temperature overnight. The mixture was acidified with 1N aqueous HCl and extracted three times with EtOAc. The combined organic layers were dried, filtered, and concentrated to give (4,6-diethoxy-pyrimidin-2-yl)-acetic acid.

Workup

  1. customat room temperature
  2. customovernight
  3. extractionextracted three times with EtOAc
  4. customThe combined organic layers were dried
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-7606cbe332924757b7ac36ea1a42c751
Source dataset
uspto-grants-2011_11
Patent number
US08049015B2

Reaction notes

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