Hydrochloric Acid → 5-(1-methyl-1H-pyrazol-4-yl)-2,4(1H,3H)-pyrimidinedione hydrochloride

HRID 1925031Notes

Reaction equation

HRID 1925031 reaction equation
C[O:2][C:3]1[N:8]=[C:7]([O:9]C)[C:6]([C:11]2[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=2)=[CH:5][N:4]=1.[ClH:17].O1CCOCC1>>[ClH:17].[CH3:16][N:14]1[CH:15]=[C:11]([C:6]2[C:7](=[O:9])[NH:8][C:3](=[O:2])[NH:4][CH:5]=2)[CH:12]=[N:13]1

Participants

4

Reactant 3

HCID 313Hydrochloric Acid3×HCID 312751,4-Dioxane3×HCID 594483652,4-bis-(methyloxy)-5-(1-methyl-1H-pyrazol-4-yl)pyrimidine

Product 1

HCID 675198375-(1-methyl-1H-pyrazol-4-yl)-2,4(1H,3H)-pyrimidinedione hydrochloride

Conditions

Temperature
90 °C

Procedure

2,4-bis(methyloxy)-5-(1-methyl-1H-pyrazol-4-yl)pyrimidine (Prep28, 483.7 mg, 1.977 mmol) was suspended in 4M solution of HCl in 1,4-dioxane (10 mL, 40.0 mmol) to give a white suspension. After 1 h at 90° C., 5 ml of 4M solution of HCl in 1,4-dioxane (5 mL, 20.0 mmol) were then added and the reaction mixture was vigorously stirred at 90° C. Again, 5 ml of 4M solution of HCl in 1,4-dioxane (5 mL, 20.0 mmol) were added and the reaction mixture was vigorously stirred at 90° C. overnight. The solvent was evaporated to obtain 508.4 mg of the title compound as a white solid.

Workup

  1. customto give a white suspension
  2. stirringthe reaction mixture was vigorously stirred at 90° C. overnight
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-e9e642b0b3c941d0b8cfb0a25d4cf993
Source dataset
uspto-grants-2012_05
Patent number
US08178549B2

Reaction notes

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