Phosphorus oxychloride → 2-Chloro-4-difluoromethyl-6-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine

Reaction equation

[F:1][CH:2]([F:20])[C:3]1[NH:8][C:7](=O)[N:6]=[C:5]([C:10]2[CH:11]=[N:12][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:14][CH:15]=2)[CH:4]=1.O=P(Cl)(Cl)[Cl:23]>>[Cl:23][C:7]1[N:8]=[C:3]([CH:2]([F:20])[F:1])[CH:4]=[C:5]([C:10]2[CH:11]=[N:12][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:14][CH:15]=2)[N:6]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 673934756-Difluoromethyl-4-(6-trifluoromethyl-pyridin-3-yl)-1h-pyrimidin-2-one

Product 1

HCID 866246322-Chloro-4-difluoromethyl-6-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine

Procedure

The title compound was prepared from 6-difluoromethyl-4-(6-trifluoromethyl-pyridin-3-yl)-1H-pyrimidin-2-one (6.37 g, 0.022 mol) and phosphoroxychloride (34 ml) according to the general procedure I. Obtained as a brown oil (6.65 g, 98%). MS (ISP) 310.2 [(M+H)+].

Sources & evidence

ORD record: ord-167395a9478a426ba05e6d254c90052b
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08415380B2

Reaction notes

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