Potassium Carbonate → 4-Chloro-6-[N-(4,4,4-trifluorobutyl)-2-chloro-5-methylanilino]pyrimidine

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	4-Bromo-1,1,1-trifluorobutane	HCID 521006	—
Reactant	4-Chloro-6-(2-chloro-5-methylanilino)pyrimidine	HCID 18009138	—
Reactant	Isohexane ethyl acetate	HCID 21882781	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	4-Chloro-6-[N-(4,4,4-trifluorobutyl)-2-chloro-5-methylanilino]pyrimidine	HCID 18009133	—

Reaction Conditions

Temperature	50 °C

Reaction Steps

4-Chloro-6-(2-chloro-5-methylanilino)pyrimidine (Reference Example 12) (0.28 g, 1.1 mmol) and 1,1,1-trifluoro-4-bromobutane (0.32 g, 1.67 mmol) were dissolved in NMP (2 ml). Anhydrous potassium carbonate (0.31 g, 2.2 mmol) was added and the mixture heated to 50° C. for three hours. Following an aqueous work-up the product was obtained by column chromatography on silica gel using EtOAc-isohexane mixtures. (0.3 g, 75%). M/z 364 (MH)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06632820B1
Source dataset	uspto-grants-2003_10
ORD ID	ord-6c3abc9d8f7844c284714a36e889343f
Source note	uspto-grants-2003_10