Sodium Methoxide → HCID 57743037, compound

HRID 1896429Notes

Reaction equation

HRID 1896429 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-698631f8ba2d401fb308c9b1a1ccb947
Source dataset
uspto-grants-2013_08
Patent number
US08518943B2

Reaction notes

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