Hydrochloric Acid → 2,4-dimethylpyrimidine-5-carboxylic acid

HRID 1408521Notes

Reaction equation

HRID 1408521 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9]([O:11]CC)=[O:10])=[CH:4][N:3]=1.[OH-].[Na+].Cl>>[CH3:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9]([OH:11])=[O:10])=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 295888Ethyl 2,4-dimethylpyrimidine-5-carboxylate

Product 1

HCID 64875952,4-dimethylpyrimidine-5-carboxylic acid

Procedure

Intermediate 54 (7.3 g, 40.5 mmol) dissolved in sodium hydroxide solution (4.86 g, 121.6 mmol in 10 ml water) and refluxed. The reaction mixture was cooled to rt and acidified with con HCl to obtain the solid. Solid that obtained was filtered and dried to obtain the title compound quantitatively as an yellow solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 13.5 (bs, 1H), 8.93 (s, 1H), 2.66 (s, 3H), 2.60 (s, 3H).

Workup

  1. temperaturerefluxed
  2. customto obtain the solid
  3. customSolid that obtained
  4. filtrationwas filtered
  5. customdried

Sources & evidence

ORD record
ord-3616c54f088d40428a2e121cba2f3a00
Source dataset
uspto-grants-2014_12
Patent number
US08921364B2

Reaction notes

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