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

HRID 1472044Notes

Reaction equation

HRID 1472044 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-e873105354ac47d1a357db1dc7f9a35c
Source dataset
uspto-grants-2015_04
Patent number
US09012462B2

Reaction notes

Loading…