Methylamine → 6-chloro-N-methylpyrimidin-4-amine

HRID 1925300Notes

Reaction equation

HRID 1925300 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.C[CH2:10][N:11](CC)CC.CN>C1COCC1>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:11][CH3:10])[CH:7]=1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 8471TriethylamineHCID 709434,6-Dichloropyrimidine

Product 1

HCID 3094796-chloro-N-methylpyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To an ice-bath cooled solution of 4,6-dichloropyrimidine (3 g, 20 mmol) in THF (5 mL), NEt3 (5.6 mL, 40 mmol) was added followed by slow addition of N-methylamine (2 M in THF, 10 mL, 20 mmol). The mixture was warmed to RT and stirred overnight. The mixture was concentrated in-vacuo, the residue suspended in Et2O and solid collected to give the title compound as a white solid.

Workup

  1. additionwas added
  2. concentrationThe mixture was concentrated in-vacuo
  3. customsolid collected

Sources & evidence

ORD record
ord-f20c93b19eda40caa3c750ad939d0865
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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