Triethylamine → 4-(4,6-Dichloropyrimidin-2-ylthio)-N-(2,2,2-trifluoroethyl)benzamide

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	HCID 66921396	HCID 66921396	—
Reactant	4,6-Dichloromethylsulfonylpyrimidine	HCID 66921654	—
Reactant	N-(4-(4-Chloro-6-(pyridin-2-ylamino)pyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide N-(4-(4,6-dichloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide	HCID 86644550	—
Solvent	Acetonitrile	HCID 6342	—
Product	4-(4,6-Dichloropyrimidin-2-ylthio)-N-(2,2,2-trifluoroethyl)benzamide	HCID 86644549	—

Reaction Steps

4-(4,6-Dichloropyrimidin-2-ylthio)-N-(2,2,2-trifluoroethyl)benzamide was prepared according the procedure of 1a in Scheme 2 from 4,6-dichloromethylsulfonylpyrimidine (1.0 g, 4.4 mmol), 4-mercapto-N-(2,2,2-trifluoroethyl)benzamide (1.1 g, 4.7 mmol), and triethylamine (0.7 mL, 4.9 mmol) in acetonitrile (30 mL). Desired compound was purified by column chromatography (SiO2, ethyl acetate/heptanes=1:1-1:0, TLC: SiO2) to yield 210 mg (12%) (HPLC method A: Rf=8.508 minutes).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08383633B2
Source dataset	uspto-grants-2013_02
ORD ID	ord-08ac06e952304604af80635d8af18509
Source note	uspto-grants-2013_02