4,6-Dichloro-5-(4-methylphenyl)pyrimidine → 5-(4-Methylphenyl)-4,6-dichloro-2-phenylpyrimidine

HRID 2319

Reaction equation

HRID 2319 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([Cl:15])=[N:10][CH:11]=[N:12][C:13]=2[Cl:14])=[CH:4][CH:3]=1.[C:16]1([Li])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C1CCCCC1>CCOCC>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:13]([Cl:14])=[N:12][C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:10][C:9]=2[Cl:15])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 219795544,6-Dichloro-5-(4-methylphenyl)pyrimidineHCID 178418453HCID 178418453, compound

Product 1

HCID 196894705-(4-Methylphenyl)-4,6-dichloro-2-phenylpyrimidine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 5-(4-methylphenyl)-4,6-dichloropyrimidine in ether is cooled at -30° C., and thereto is added dropwise a 1.8M phenyl lithium/cyclohexane solution. The reaction mixture is treated in the same manner as in Reference Example 20-(1) to give 5-(4-methylphenyl)-4,6-dichloro-2-phenylpyrimidine as crystalline powder.

Sources & evidence

ORD record
ord-92159ddf5fca43a09bd60ede97b3d342
Source dataset
uspto-grants-1998_03
Patent number
US05728706

Linked notes

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