Sodium Hydroxide → HCID 12744612, compound

HRID 1409320Notes

Reaction equation

HRID 1409320 reaction equation
[CH3:1][C:2]1[N:7]2[CH:8]=[C:9]([C:11]([O:13]CC)=[O:12])[N:10]=[C:6]2[CH:5]=[C:4]([CH3:16])[N:3]=1.[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[N:7]2[CH:8]=[C:9]([C:11]([OH:13])=[O:12])[N:10]=[C:6]2[CH:5]=[C:4]([CH3:16])[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12744617HCID 12744617, compound

Product 1

HCID 12744612HCID 12744612, compoundYield 120.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

Ethyl 5,7-dimethylimidazo[1,2-c]pyrimidine-2-carboxylate (1.268 mmol, 0.278 g) was dissolved in ethanol (10 ml) and cooled to 0° C. 2 M NaOH solution was added to the reaction mixture. The resulting mixture was stirred at 0° C. for 30 min and for an hour at RT. The solvent was evaporated and water added to the residue. The water phase was made acidic with 1 M HCl and extracted three times with EtOAc. The combined organics were dried, filtered and evaporated. 0.292 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 2.46 (s, 3H), 2.83 (s, 3H), 7.39 (s, 1H), 8.57 (s, 1H).

Workup

  1. customThe solvent was evaporated
  2. additionwater added to the residue
  3. extractionextracted three times with EtOAc
  4. customThe combined organics were dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-38ba351542de41dd85b7d1f52487a658
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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