2,4-Dichloropyrimidine → (2-Chloro-pyrimidin-4-yl)-(3-methoxy-2-methyl-phenyl)-amine

HRID 1095057Notes

Reaction equation

HRID 1095057 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH3:10])=[C:5]([NH2:9])[CH:6]=[CH:7][CH:8]=1.[Cl:11][C:12]1[N:17]=[C:16](Cl)[CH:15]=[CH:14][N:13]=1>C(O)C.C(Cl)Cl>[Cl:11][C:12]1[N:17]=[C:16]([NH:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=2[CH3:10])[CH:15]=[CH:14][N:13]=1

Participants

5

Reactant 2

HCID 775312,4-DichloropyrimidineHCID 118048223-Methoxy-2-methylaniline

Product 1

HCID 57516499(2-Chloro-pyrimidin-4-yl)-(3-methoxy-2-methyl-phenyl)-amineYield 7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-methoxy-2-methyl-phenylamine (0.68 g, 5 mmol) and 2,4-dichloro-pyrimidine (0.74 g, 5 mmol) were suspended in ethyl alcohol (10 mL) and stirred at room temperature for 20 h. The reaction mixture was diluted with DCM (50 mL), filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to afford the title compound (0.085 g, 7%) as yellow solids.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-91671c47850945279951bfbddb7d03ba
Source dataset
uspto-grants-2012_03
Patent number
US08133900B2

Reaction notes

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