3-Phenylphenol → Methyl alpha-[6-methyl-2-chloro-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate

HRID 2400121Notes

Reaction equation

HRID 2400121 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4](Cl)[C:3]=1[CH2:10][C:11]([O:13][CH3:14])=[O:12].[OH:15][C:16]1[CH:17]=[C:18]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:19]=[CH:20][CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:17]=2)[C:3]=1[CH2:10][C:11]([O:13][CH3:14])=[O:12]

Participants

5

Reactant 3

HCID 113813-PhenylphenolHCID 11430Potassium CarbonateHCID 19044674Methyl 2-(2,4-dichloro-6-methylpyrimidin-5-yl)acetate

Product 1

HCID 19044661Methyl alpha-[6-methyl-2-chloro-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl α-[6-methyl-2,4-dichloro-5-pyrimidinyl]-acetate (4 g, 18 mmol), 3-hydroxybiphenyl (3 g, 18 mmol) and potassium carbonate (11 g, 80 mmol) in dimethylformamide (50 ml) are stiffed at +80° C. for 2 hours. Workup as for example 1a) gives pure methyl α-[6-methyl-2-chloro-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate.

Sources & evidence

ORD record
ord-8a6765c0aaa244de9d5d4df806dc6ec9
Source dataset
uspto-grants-1995_09
Patent number
US05453427

Reaction notes

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