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

HRID 1170755Notes

Reaction equation

HRID 1170755 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-0b22d1291f624e78bc7dd8dc0c7a56ec
Source dataset
uspto-grants-2010_11
Patent number
US07825246B2

Reaction notes

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