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

Reaction equation

[CH3:1][C:2]1[NH:7][C:6](=O)[N:5]=[C:4]([C:9]2[CH:10]=[N:11][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:14]=2)[CH:3]=1.O=P(Cl)(Cl)[Cl:21]>>[Cl:21][C:6]1[N:7]=[C:2]([CH3:1])[CH:3]=[C:4]([C:9]2[CH:10]=[N:11][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:14]=2)[N:5]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 673935936-Methyl-4-(6-trifluoromethyl-pyridin-3-yl)-1h-pyrimidin-2-one

Product 1

HCID 866246342-Chloro-4-methyl-6-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine

Procedure

The title compound was prepared from 6-methyl-4-(6-trifluoromethyl-pyridin-3-yl)-1H-pyrimidin-2-one (2.0 g, 7.84 mmol) and phosphoroxychloride (12 ml) according to the general procedure I. Obtained as an orange solid (1.33 g, 62%). MS (ISP) 274.1 [(M+H)+]; mp 123.5° C.

Sources & evidence

ORD record: ord-80fd46f16ad642d6bca52eb6db896956
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08415380B2

Reaction notes

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