2-Aminopyrimidine → HCID 67236960, compound

HRID 339551Notes

Reaction equation

HRID 339551 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[Br:8][CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1)=O.CCOC(C)=O>CN(C=O)C>[BrH:8].[N+:18]([C:15]1[CH:16]=[CH:17][C:12]([C:10]2[N:1]=[C:2]3[N:7]=[CH:6][CH:5]=[CH:4][N:3]3[CH:9]=2)=[CH:13][CH:14]=1)([O-:20])=[O:19]

Participants

5

Reactant 3

HCID 79782-AminopyrimidineHCID 8857Ethyl AcetateHCID 668402-Bromo-4'-nitroacetophenone

Product 1

HCID 67236960HCID 67236960, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-aminopyrimidine (0.40 g, 4.22 mmol) and 2-bromo-4′-nitroacetophenone (1.03 g, 4.22 mmol) in DMF (8 ml) was stirred at rt for 16 h. EtOAc (15 ml) was added to the resulting yellow, viscous mixture and the precipitate collected by filtration and washed with EtOAc (50 ml). After drying under high vacuum, a yellow solid was obtained (0.67 g, 51%).

Workup

  1. filtrationthe precipitate collected by filtration
  2. washwashed with EtOAc (50 ml)
  3. customAfter drying under high vacuum
  4. customa yellow solid was obtained (0.67 g, 51%)

Sources & evidence

ORD record
ord-78cedd1dd96340eda15be4a2964303ce
Source dataset
uspto-grants-2014_11
Patent number
US08895313B2

Reaction notes

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