1H-Pyrazol-3-amine, 5-methyl- → HCID 178469184, compound

HRID 1393651Notes

Reaction equation

HRID 1393651 reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([CH3:7])[NH:4][N:3]=1.[CH3:8][CH2:9][O:10][C:11]([CH:13]([C:17](OCC)=[O:18])[C:14]([CH3:16])=O)=[O:12]>C(O)(=O)C>[OH:18][C:17]1[N:3]2[N:4]=[C:5]([CH3:7])[CH:6]=[C:2]2[N:1]=[C:14]([CH3:16])[C:13]=1[C:11]([O:10][CH2:9][CH3:8])=[O:12]

Participants

4

Reactant 2

HCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 1363651,3-Diethyl 2-acetylpropanedioate

Product 1

HCID 178469184HCID 178469184, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

3-Amino-5-methylpyrazole (970 mg) and diethyl acetomalonate (2.0 g) were dissolved in acetic acid (5 ml) and stirred for 3 hours at 120° C. The reaction mixture was cooled to room temperature and concentrated under reduced pressure, and ethanol was added to the residue which were then cooled to 0° C. Precipitated crystals were collected by filtration and washed with cold ethanol. The crystals were dried under reduced pressure to give ethyl 7-hydroxy-2,5-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate (2.2 g, Y.:95%) as white crystals.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure, and ethanol
  3. additionwas added to the residue which
  4. temperaturewere then cooled to 0° C
  5. customPrecipitated crystals
  6. filtrationwere collected by filtration
  7. washwashed with cold ethanol
  8. customThe crystals were dried under reduced pressure

Sources & evidence

ORD record
ord-1d2f407640c246a18c627d4ee19a7d9b
Source dataset
uspto-grants-2008_03
Patent number
US07345180B2

Reaction notes

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