Methanol → 5-Methyl-7-methoxypyrazolo[1,5-a]pyrimidine

HRID 1456002Notes

Reaction equation

HRID 1456002 reaction equation
[CH3:1][OH:2].[H-].[Na+].[CH3:5][C:6]1[CH:11]=[C:10](Cl)[N:9]2[N:13]=[CH:14][CH:15]=[C:8]2[N:7]=1>CN(C=O)C>[CH3:5][C:6]1[CH:11]=[C:10]([O:2][CH3:1])[N:9]2[N:13]=[CH:14][CH:15]=[C:8]2[N:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 24758Sodium hydrideHCID 104872877-Chloro-5-methylpyrazolo[1,5-a]pyrimidine

Product 1

HCID 221058685-Methyl-7-methoxypyrazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
0 °C

Procedure

Methanol (5 ml) was added to a suspension of 0.40 g of 60% sodium hydride in 10 ml of DMF. Then a solution of 1 g of 5-methyl-7-chloropyrazolo[1,5-a]pyrimidine in 5 ml of DMF was added dropwise thereinto at 0° C. and stirred at room temperature for 2 hours. The reaction mixture was poured into ice water and the crystals precipitated were collected by filtration and recrystallized from diethyl ether to provide 0.40 g of the title compound as colorless crystals. The structure and melting point of the compound obtained are shown in Table 1.

Workup

  1. customthe crystals precipitated
  2. filtrationwere collected by filtration
  3. customrecrystallized from diethyl ether

Sources & evidence

ORD record
ord-8df2fa77ec254d09bbc55fef35457f82
Source dataset
uspto-grants-1998_12
Patent number
US05843951

Reaction notes

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