Sodium Methoxide → 5-Chloro-7-methoxy-6-phenylpyrazolo[1,5-a]pyrimidine

HRID 1915561Notes

Reaction equation

HRID 1915561 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6](Cl)[N:5]2[N:15]=[CH:16][CH:17]=[C:4]2[N:3]=1.[CH3:18][O-:19].[Na+]>CO.ClCCl.O>[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6]([O:19][CH3:18])[N:5]2[N:15]=[CH:16][CH:17]=[C:4]2[N:3]=1

Participants

6

Reactant 2

HCID 10942334Sodium MethoxideHCID 594278075,7-Dichloro-6-phenylpyrazolo[1,5-a]pyrimidine

Product 1

HCID 866306725-Chloro-7-methoxy-6-phenylpyrazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

1.00 g 5,7-dichloro-6-phenylpyrazolo[1,5-a]pyrimidine (prepared as described under example 19) are dissolved in 20 ml methanol and 20 ml dichlormethane. 1.2 g sodium methylate is added at 0° C. and stirred at room temperature for 2 h. The solution is diluted with water and dichloromethane. The organic phase separated and the water phase is extracted with dichloromethane. The combined organic layers are dried over Na2SO4 and the solvent is evaporated. The crude product is used without further purification.

Workup

  1. customThe organic phase separated
  2. extractionthe water phase is extracted with dichloromethane
  3. dry with materialThe combined organic layers are dried over Na2SO4
  4. customthe solvent is evaporated
  5. customThe crude product is used without further purification

Sources & evidence

ORD record
ord-168c418ed45f4dfebef77fe8961274c6
Source dataset
uspto-grants-2013_12
Patent number
US08614218B2

Reaction notes

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