Sodium Methoxide → HCID 57743037, compound

HRID 1924292Notes

Reaction equation

HRID 1924292 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][C:10]([CH2:11][N:12]3[CH2:16][CH:15]([CH2:17][CH2:18][CH3:19])[CH2:14][C:13]3=[O:20])=[C:4]2[N:3]=1.[CH3:21][O-:22].[Na+]>CO>[CH3:21][O:22][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][C:10]([CH2:11][N:12]3[CH2:16][CH:15]([CH2:17][CH2:18][CH3:19])[CH2:14][C:13]3=[O:20])=[C:4]2[N:3]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 15979675HCID 15979675, compound

Product 1

HCID 57743037HCID 57743037, compoundYield 53.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 1-[(5-chloropyrazolo[1,5-a]pyrimidin-3-yl)methyl]-4-propylpyrrolidin-2-one 205 (0.575 mmol, 1 eq, 0.22 g) in MeOH (10 ml) is added sodium methoxide (5.75 mmol, 10 eq, 0.4 g). The mixture is heated at 80° C. for 2 hours. The solvent is removed under reduce pressure, water is added and the resulting mixture is extracted with CH2Cl2. The organic phases are combined, and dried over MgSO4. Volatiles are removed under reduced pressure to afford 89 mg of 1-[(5-methoxypyrazolo[1,5-a]pyrimidin-3-yl)methyl]-4-propylpyrrolidin-2-one 208.

Workup

  1. customThe solvent is removed
  2. additionis added
  3. extractionthe resulting mixture is extracted with CH2Cl2
  4. dry with materialdried over MgSO4
  5. customVolatiles are removed under reduced pressure

Sources & evidence

ORD record
ord-ffb8d5a5b70b4a98885df63a5db83e2a
Source dataset
uspto-grants-2012_05
Patent number
US08178533B2

Reaction notes

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