Sodium Carbonate → 2,5-dichloro-N-(5-phenyl-1H-pyrazol-3-yl)pyrimidin-4-amine

HRID 2091931Notes

Reaction equation

HRID 2091931 reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[NH:4][N:3]=1.[Cl:13][C:14]1[N:19]=[C:18](Cl)[C:17]([Cl:21])=[CH:16][N:15]=1.C(=O)([O-])[O-].[Na+].[Na+]>CCO>[Cl:13][C:14]1[N:19]=[C:18]([NH:1][C:2]2[CH:6]=[C:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[NH:4][N:3]=2)[C:17]([Cl:21])=[CH:16][N:15]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 1366553-Amino-5-phenylpyrazoleHCID 2372592,4,5-Trichloropyrimidine

Product 1

HCID 595867982,5-dichloro-N-(5-phenyl-1H-pyrazol-3-yl)pyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

The mixture of 3-amino-5-phenylpyrazole (103 mg, 0.65 mmol), 2,4,5-trichloropyrimidine (74.5 μL, 0.65 mmol), and sodium carbonate (68.9 mg, 0.65) in 3 mL of EtOH is heated at 40° C. over night. The precipitate is filtered, washed by cold EtOH, and dried in vacuo to afford 2,5-Dichloro-N-(5-phenyl-1H-pyrazol-3-yl)pyrimidin-4-amine; ESMS m/z 306.0 (M+H+).

Workup

  1. filtrationThe precipitate is filtered
  2. washwashed by cold EtOH
  3. customdried in vacuo

Sources & evidence

ORD record
ord-536c2dbfa8cb40d7900465d3c4faba81
Source dataset
uspto-grants-2013_05
Patent number
US08440681B2

Reaction notes

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