2,4-Dichloropyrimidine → 2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine

HRID 1484829Notes

Reaction equation

HRID 1484829 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[CH:9]1([C:12]2[CH:16]=[C:15]([NH2:17])[NH:14][N:13]=2)[CH2:11][CH2:10]1>CCO>[Cl:1][C:2]1[N:7]=[C:6]([NH:17][C:15]2[CH:16]=[C:12]([CH:9]3[CH2:11][CH2:10]3)[NH:13][N:14]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 775312,4-DichloropyrimidineHCID 178507266HCID 178507266, compound

Product 1

HCID 581691182-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amineYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture of 2,4-dichloropyrimidine (2.0 g, 13.5 mmol, 1.0 equiv.), EtOH (6 mL) and 3-cyclopropyl-1H-pyrazol-5-amine (20.3 g, 20.3 mmol, 1.5 equiv.) was stirred at room temperature for 8 h. The reaction mixture was filtered to afford compound 2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine (1.4 g, 45%).

Workup

  1. filtrationThe reaction mixture was filtered

Sources & evidence

ORD record
ord-f82810ec3ea74213b309357012adc030
Source dataset
uspto-grants-2016_08
Patent number
US09422271B2

Reaction notes

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