Triethylamine → 2,5-dichloro-N-(5-methoxy-1H-pyrazol-3-yl)pyrimidin-4-amine

HRID 415427Notes

Reaction equation

HRID 415427 reaction equation
[CH3:1][O:2][C:3]1[NH:7][N:6]=[C:5]([NH2:8])[CH:4]=1.C(N(CC)CC)C.[Cl:16][C:17]1[N:22]=[C:21](Cl)[C:20]([Cl:24])=[CH:19][N:18]=1>CCO>[Cl:16][C:17]1[N:22]=[C:21]([NH:8][C:5]2[CH:4]=[C:3]([O:2][CH3:1])[NH:7][N:6]=2)[C:20]([Cl:24])=[CH:19][N:18]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2372592,4,5-TrichloropyrimidineHCID 178493288HCID 178493288, compound

Product 1

HCID 1784930722,5-dichloro-N-(5-methoxy-1H-pyrazol-3-yl)pyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 5-methoxy-1H-pyrazol-3-amine (890 mg, 7.8 mmol) in absolute EtOH (20 ml) was added triethylamine (3.3 ml, 23.6 mmol) and 2,4,5-trichloropyrimidine (1.4 g, 7.8 mmol) and the resulting solution was aged at room temperature for 12 hours. The mixture was partitioned between EtOAc and H2O, the organic layer was washed with brine and dried. The solvents were removed under reduced pressure to give the title compound as an oil which crystallized upon standing (1.8 g). m/z: 261.

Workup

  1. customThe mixture was partitioned between EtOAc and H2O
  2. washthe organic layer was washed with brine
  3. customdried
  4. customThe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-12429812cce247c59750ceefeb7103e9
Source dataset
uspto-grants-2012_01
Patent number
US08088784B2

Reaction notes

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