Sodium Hydroxide → 2-Pyrimidineacetic Acid

HRID 1483978Notes

Reaction equation

HRID 1483978 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. MS 139 (MH+).

Workup

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

Sources & evidence

ORD record
ord-e89364df1dcf49d18d82f5b01474cf7d
Source dataset
uspto-grants-2016_08
Patent number
US09420814B2

Reaction notes

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