Sodium Hydroxide → 2-Pyrimidineacetic Acid

HRID 2280163Notes

Reaction equation

HRID 2280163 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[CH2:7][C:8]([O:10]CC)=[O:9].[OH-].[Na+]>C(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[CH2:7][C:8]([OH:10])=[O:9]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 123671052-Pyrimidineacetic acid ethyl ester

Product 1

HCID 123670982-Pyrimidineacetic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 2-(pyrimidin-2-yl)acetate (Example 31b, 410 mg. 2.47 mmol) in ethanol (5 mL) was added 2N NaOH (2 mL) at room temperature under nitrogen. The reaction mixture was stirred at room temperature under nitrogen for 72 hours, then concentrated under reduced pressure. The residue was triturated with ethanol and concentrated under reduced pressure to give the title compound, which was carried onto the next step without further purification. MS139 (MH+).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was triturated with ethanol
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e3c2a0e7068844a2882eae0764e81ff0
Source dataset
uspto-grants-2015_09
Patent number
US09138013B2

Reaction notes

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