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

HRID 1912201Notes

Reaction equation

HRID 1912201 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-34300142e718467c8bded768585ef25c
Source dataset
uspto-grants-2013_12
Patent number
US08604042B2

Reaction notes

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