Triethylamine

Analytical grade 1-fluoro-2-nitro-4-trifluoromethyl benzene, piperidine, morpholine, cyclohexylamine, diethylamine, 4-bromoaniline, pyrrolidine, isonicotinoyl chloride hydrochloride, nicotinoyl chloride hydrochloride, 2-chloropyridine-3-carboxylic acid and benzoyl chloride were purchased from Sigma-Aldrich (St. Louis, MO, USA) and used without further purification. Anhydrous tin(II) chloride and triethylamine were purchased from Vetec (Rio de Janeiro, Brazil) and used as received. 1 H NMR and 13 C NMR spectra were recorded on a Varian Mercury 300 instrument (Varian, Palo Alto, CA, USA) at 300 MHz and 75 MHz, respectively, using CDCl 3 and CD 3 OD as solvents. Infrared spectra were recorded on either a Varian 660-IR, equipped with GladiATR scanning from 4000 to 500 cm -1 or a Perkin Elmer Paragon 1000 FTIR spectrophotometer (Perkin Elmer do Brasil Ltda, São Paulo, Brazil), using potassium bromide (1% v/v) disks, scanning from 600 to 4000 cm -1 . Melting points are uncorrected and were obtained with an MQAPF-301 melting point apparatus (Microquimica, Campinas, Brazil). Analytical thin layer chromatography was carried out on TLC plates covered with 60GF254 silica gel. Column chromatography was performed on silica gel (60-230 mesh). Solvents used as eluents were used without further purification.