Methylamine → 2-Chloro-N-methylpyrimidin-4-amine

HRID 1885878Notes

Reaction equation

HRID 1885878 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[CH3:9][NH2:10]>ClCCl>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][CH3:9])[CH:5]=[CH:4][N:3]=1

Participants

4

Conditions

Temperature
5 °C

Procedure

To a solution of 17.0 g (0.11 mole) of 2,4-dichloropyrimidine in 150 ml of dichloromethane was added methylamine (0.25 mole, 20 ml of 40 % methanol solution) at such a rate that the temperature of the solution was maintained at 5 ° C. After the addition, the solution was stirred at room temperature for 12 hours. The reaction mixture was concentrated under reduced pressure, and extracted with dichloromethane. The dichloromethane layer was dried over an anhydrous sodium sulfate, and concentrated under reduced pressure to give 14.0 g (purity 80 %) of 2-chloro-4-methylaminopyrimidine.

Workup

  1. additionAfter the addition
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. extractionextracted with dichloromethane
  4. dry with materialThe dichloromethane layer was dried over an anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-48619ab209674c64823af26c05ea3581
Source dataset
uspto-grants-1992_09
Patent number
US05147876

Reaction notes

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