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

HRID 1962892Notes

Reaction equation

[F:1][C:2]([F:21])([F:20])[C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[NH:12][C:11](=O)[N:10]=2)=[CH:5][CH:4]=1.O=P(Cl)(Cl)[Cl:24]>>[Cl:24][C:11]1[N:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:14]=[C:9]([C:6]2[CH:7]=[N:8][C:3]([C:2]([F:21])([F:20])[F:1])=[CH:4][CH:5]=2)[N:10]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 873834934-(Trifluoromethyl)-6-(6-(trifluoromethyl)pyridin-3-yl)pyrimidin-2-ol

Product 1

HCID 866246282-Chloro-4-trifluoromethyl-6-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine

Procedure

The title compound was prepared from 4-(6-trifluoromethyl-pyridin-3-yl)-6-trifluoromethyl-1H-pyrimidin-2-one (6.87 g, 0.022 mol) and phosphoroxychloride (35 ml) according to the general procedure I. Obtained as a light brown solid (7.18 g, 99%). MS (ISP) 329.2 [(M+H)+]; mp 87° C.

Sources & evidence

ORD record: ord-2d1f8c5fb3c74455b1d697e310216a58
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08415380B2

Reaction notes

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