2-Amino-4,6-dichloropyrimidine → HCID 53396517, compound

HRID 548938Notes

Reaction equation

HRID 548938 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([Cl:9])[N:3]=1.Cl.[CH3:11][C:12]1([NH2:15])[CH2:14][CH2:13]1.C[O-].[Na+]>CN1C(=O)CCC1.O>[Cl:9][C:4]1[N:3]=[C:2]([NH2:1])[N:7]=[C:6]([NH:15][C:12]2([CH3:11])[CH2:14][CH2:13]2)[CH:5]=1

Participants

6

Reactant 3

HCID 655222-Amino-4,6-dichloropyrimidineHCID 10942334Sodium MethoxideHCID 12953687(1-Methylcyclopropyl)amine hydrochloride

Product 1

HCID 53396517HCID 53396517, compoundYield 45.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
90 °C

Procedure

2-amino-4,6-dichloropyrimidine (508 mg, 3.1 mmol) was added to a suspension of 1-methylcyclopropylamine hydrochloride (1.0 g, 9.3 mmol) and sodium methoxide (502mg, 9.30 mmol) in NMP (3 ml). The resulting mixture was heated at 90° C. for 16 hours and then cooled to room temperature. The reaction mixture was diluted with water (20 ml) and the resulting precipitate filtered off, washed with further water (20 ml) and dried in vacuo to give the title compound as a colourless solid (280 mg, 15%).

Workup

  1. temperaturecooled to room temperature
  2. filtrationthe resulting precipitate filtered off
  3. washwashed with further water (20 ml)
  4. customdried in vacuo

Sources & evidence

ORD record
ord-0e5b9de2dddb4396886b376013b266aa
Source dataset
uspto-grants-2011_05
Patent number
US07943628B2

Reaction notes

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