Phosphorus oxychloride → 2-Chloro-4-(3-methyl-4-trifluoromethyl-phenyl)-6-methyl-pyrimidine

Reaction equation

[CH3:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:17]=[C:16]([CH3:18])[NH:15][C:14](=O)[N:13]=2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].O=P(Cl)(Cl)[Cl:22]>>[Cl:22][C:14]1[N:13]=[C:12]([C:4]2[CH:5]=[CH:6][C:7]([C:8]([F:11])([F:10])[F:9])=[C:2]([CH3:1])[CH:3]=2)[CH:17]=[C:16]([CH3:18])[N:15]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 574686584-(3-Methyl-4-trifluoromethyl-phenyl)-6-methyl-1h-pyrimidin-2-one

Product 1

HCID 574686572-Chloro-4-(3-methyl-4-trifluoromethyl-phenyl)-6-methyl-pyrimidine

Procedure

The title compound was prepared from 4-(3-methyl-4-trifluoromethyl-phenyl)-6-methyl-1H-pyrimidin-2-one (1.73 g, 6.45 mmol) and phosphoroxychloride (20 mL) according to the general procedure I. Obtained as a brown solid (1.4 g, 76%). MS (EI) 286.1 [(M)+]; mp 101° C.

Sources & evidence

ORD record: ord-a2d96fd24dcc4211aaa72246767ca8a5
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08183262B2

Reaction notes

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