2,4-Dichloropyrimidine → HCID 86610857, compound

HRID 2105238Notes

Reaction equation

HRID 2105238 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[NH2:9][C:10]1[NH:14][N:13]=[C:12]([CH2:15][CH3:16])[CH:11]=1.C(N(CC)C(C)C)(C)C>C1COCC1>[CH2:15]([C:12]1[NH:13][N:14]=[C:10]([NH:9][C:6]2[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=2)[CH:11]=1)[CH3:16]

Participants

5

Reactant 3

HCID 775312,4-DichloropyrimidineHCID 81531DiisopropylethylamineHCID 178436831HCID 178436831, compound

Product 1

HCID 86610857HCID 86610857, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2,4-dichloropyrimidine (2.97 g, 20 mmol), 5-amino-3-ethyl-1H-pyrazole (2.44 g, 22 mmol) and N,N-diisopropylethylamine (3.8 ml, 22 mmol) in dry THF (75 ml) was heated at 60° C. for 18 hours. The volatiles were removed by evaporation, and the residue was triturated with a mixture of DCM and water. The solid product was collected by filtration, washed with water and ether, and dried to give the title compound (1.55 g, 35%) as a colourless crystalline solid.

Workup

  1. customThe volatiles were removed by evaporation
  2. customthe residue was triturated with a mixture of DCM and water
  3. filtrationThe solid product was collected by filtration
  4. washwashed with water and ether
  5. customdried

Sources & evidence

ORD record
ord-f975cd890644487b96cc71a8255b7815
Source dataset
uspto-grants-2009_08
Patent number
US07579349B2

Reaction notes

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