HCID 15059437, compound → HCID 15059438, compound

HRID 2372166Notes

Reaction equation

HRID 2372166 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([CH:11]([CH2:17][CH2:18][CH3:19])[C:12]([O:14]CC)=[O:13])[N:4]=1>CO.[OH-].[Na+]>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([CH:11]([CH2:17][CH2:18][CH3:19])[C:12]([OH:14])=[O:13])[N:6]=1

Participants

4

Reactant 1

HCID 15059437HCID 15059437, compound

Product 1

HCID 15059438HCID 15059438, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 2.2 g (8 mmol) ethyl 2-(4,6-dimethoxypyrimidin-2-yl)pentanoate in 20 ml methanol and 3 ml 5N caustic soda was stirred overnight at room temperature. The mixture was concentrated and the residue dissolved in 10 ml water, extracted with 50 ml ethyl acetate and the aqueous phase acidified with 2N hydrochloric acid until it was pH 5. The aqueous phase was extracted three times with ether, the combined phases were dried over magnesium sulphate and concentrated.

Workup

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue dissolved in 10 ml water
  3. extractionextracted with 50 ml ethyl acetate
  4. extractionThe aqueous phase was extracted three times with ether
  5. dry with materialthe combined phases were dried over magnesium sulphate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ede3b09bc8044e8f93aeae65a4d37bf0
Source dataset
uspto-grants-1992_03
Patent number
US05098465

Reaction notes

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