Sodium Bicarbonate → 4-Methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine

HRID 580317Notes

Reaction equation

HRID 580317 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.[H][H].C(=O)(O)[O-].[Na+]>C(O)C.[C].[Pd]>[CH3:8][C:6]1[CH:7]=[CH:2][N:3]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH3:17])[N:10]=2)[N:5]=1

Participants

6

Reactant 3

HCID 516892Sodium BicarbonateHCID 142532544-Chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidineHCID 178418361HCID 178418361, compound

Product 1

HCID 142530994-Methyl-2-(6-n-propyl-2-pyridinyl)pyrimidineYield 89%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 4-chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine (2 g) in ethyl alcohol (50 ml), was added 5 % palladium carbon (0.2 g). The mixture was brought into contact with hydrogen gas for two hours. After palladium carbon was filtered off, the reaction solution was concentrated under reduced pressure to give a residue. To the residue, was added saturated aqueous sodium bicarbonate solution (30 ml). The mixture was extracted with chloroform (100 ml) and dried over anhydrous magnesium sulfate. The extract was concentrated under reduced pressure to obtain 4-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine (1.53 g, yield: 89 %).

Workup

  1. filtrationAfter palladium carbon was filtered off
  2. concentrationthe reaction solution was concentrated under reduced pressure
  3. customto give a residue
  4. extractionThe mixture was extracted with chloroform (100 ml)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationThe extract was concentrated under reduced pressure

Sources & evidence

ORD record
ord-18e4abcb6cdf42afb1aeda10acee75ed
Source dataset
uspto-grants-1988_06
Patent number
US04752608

Reaction notes

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