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

HRID 257748Notes

Reaction equation

HRID 257748 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-892d92912e2e4733995cfdea5ed673ca
Source dataset
uspto-grants-1993_11
Patent number
US05264435

Reaction notes

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