Chloroform → 4-Methoxy-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine

HRID 580318Notes

Reaction equation

HRID 580318 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH3:17])[N:10]=2)[N:3]=1.[CH3:18][O-:19].[Na+].[Na].C(Cl)(Cl)Cl>CO>[CH3:18][O:19][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH3:17])[N:10]=2)[N:3]=1

Participants

6

Reactant 4

HCID 6212ChloroformHCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 142532544-Chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine

Product 1

HCID 142531384-Methoxy-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidineYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 4-chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine (1 g) in methanol (10 ml), was added sodium methoxide prepared from methanol (10 ml) and metallic sodium (0.11 g). After being left to stand at room temperature for two hours, the solution was concentrated under reduced pressure. To the residue obtained, was added chloroform (100 ml). The mixture was washed twice with water (30 ml each) and dried over anhydrous magnesium sulfate. The extract was concentrated under reduced pressure to obtain 4-methoxy-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine (0.93 g, yield: 95 %).

Workup

  1. waitAfter being left
  2. concentrationthe solution was concentrated under reduced pressure
  3. customTo the residue obtained
  4. washThe mixture was washed twice with water (30 ml each)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationThe extract was concentrated under reduced pressure

Sources & evidence

ORD record
ord-89208dffd00a4ae39eb63c9a75037cec
Source dataset
uspto-grants-1988_06
Patent number
US04752608

Reaction notes

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