HCID 58994195, compound → HCID 58994250, compound

HRID 12689Notes

Reaction equation

HRID 12689 reaction equation
C[O:2][CH:3](OC)[CH2:4][CH2:5][N:6]1[CH:11]=[C:10]([C:12]2[CH:13]=[N:14][C:15]([CH3:18])=[CH:16][CH:17]=2)[C:9](=[O:19])[NH:8][C:7]1=[O:20]>C1COCC1>[CH3:18][C:15]1[N:14]=[CH:13][C:12]([C:10]2[C:9](=[O:19])[NH:8][C:7](=[O:20])[N:6]([CH2:5][CH2:4][CH:3]=[O:2])[CH:11]=2)=[CH:17][CH:16]=1

Participants

3

Reactant 1

HCID 58994195HCID 58994195, compound

Product 1

HCID 58994250HCID 58994250, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-(3,3-Dimethoxy-propyl)-5-(6-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione (Prep 58, 240 mg, 0.78 mmol) was dissolved in THF (4 mL) and 1N solution of HClaq (1.5 mL) was added. The mixture was stirred at room temperature for 2 hours and then warmed at 45° C. and stirred for an additional hour at this temperature. After neutralization with a 5% solution of NaHCO3 the mixture was extracted with ethyl acetate. The organic phase was dried (Na2SO4) and evaporated to give the title compound as foam (90 mg, 45% yield).

Workup

  1. temperaturewarmed at 45° C.
  2. stirringstirred for an additional hour at this temperature
  3. extractionAfter neutralization with a 5% solution of NaHCO3 the mixture was extracted with ethyl acetate
  4. dry with materialThe organic phase was dried (Na2SO4)
  5. customevaporated

Sources & evidence

ORD record
ord-881ba26e21f346b391e93da23a00a417
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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