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

HRID 1097112Notes

Reaction equation

HRID 1097112 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-1963bd958408405eac0b85a497b22224
Source dataset
uspto-grants-2012_03
Patent number
US08138199B2

Reaction notes

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