Aniline → 6-chloro-2-methyl-N-phenylpyrimidin-4-amine

HRID 921380Notes

Reaction equation

HRID 921380 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:8][C:9]1[CH:14]=[C:13](Cl)[N:12]=[C:11]([CH3:16])[N:10]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[Cl:8][C:9]1[N:10]=[C:11]([CH3:16])[N:12]=[C:13]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:14]=1

Participants

5

Reactant 3

HCID 6115AnilineHCID 11430Potassium CarbonateHCID 2349974,6-Dichloro-2-methylpyrimidine

Product 1

HCID 450717646-chloro-2-methyl-N-phenylpyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of Aniline (205 mg, 2.2 mmol) and 4,6-dichloro-2-methylpyrimidine (2.7 mmol) in 5 mL of Ethanol, is added 500 mg of Potassium carbonate. The reaction mixture is stirred at room temperature until formation of the desired compound. Solvent is removed under reduced pressure. The residue can be purified by silica gel flash chromatography.

Sources & evidence

ORD record
ord-552aad1ba2924387a2c7db241fa1075b
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

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