Ft icr apex 2 spectrometer

Unless otherwise noted, moisture sensitive reactions were conducted under dry nitrogen or argon. All chemicals and reagents were purchased from commercially available sources and used without further purification. Thin-layer chromatography (TLC): Silica gel 60 F254 plates (Merck KGaA, Darmstadt, Germany). Flash chromatography (fc): Silica gel 60, 40–64 µm (Merck). Room temperature (rt) was 21 °C. Mass spectrometry (MS): MAT GCQ (Thermo Finnigan MAT GmbH, Bremen, Germany). ¹H, ¹³C spectra were recorded on VARIAN “MERCURY plus” (300 MHz for ¹H NMR, 75 MHz for ¹³C NMR) and VARIAN “MERCURY plus” and BRUKER DRX-400 (400 MHz for ¹H NMR, 100 MHz for ¹³C NMR, 377 MHz); δ in ppm related to tetramethylsilane; coupling constants (J) are given with 0.1 Hz resolution. Multiplicities of NMR signals are indicated as follows: s (singlet), d (doublet), t (triplet), m (multiplet), dd (doublet of doublets), dt (doublet of triplets). ESI/Ion trap mass spectra (LRMS) were recorded with a Bruker Esquire 3000 plus instrument (Bruker Corporation, Billerica, MA, USA). High resolution mass spectra were recorded on a FT-ICR APEX II spectrometer (Bruker Daltonics; Bruker Corporation) using electrospray ionization (ESI) in positive ion mode. Lipophilicity at pH = 7.4 (cLogD_7.4) was calculated using ACD/Labs-12.5.

All chemicals and reagents were purchased from commercial sources and used without further purification. For thin-layer chromatography (TLC), Silica gel 60 F254 plates (Merck KGaA, Darmstadt, Germany) were used. Room temperature was 21 °C. For mass spectrometry (MS), Finnigan MAT GCQ (Thermo Finnigan MAT GmbH, Bremen, Germany) was used. ¹H and ¹³C spectra were recorded on VARIAN “MERCURY plus” (300 MHz for ¹H NMR, 75 MHz for ¹³C NMR) and VARIAN “MERCURY plus” and BRUKER DRX-400 (400 MHz for ¹H NMR, 100 MHz for ¹³C NMR, 377 MHz); δ in ppm related to tetramethylsilane; coupling constants (J) are given with 0.1 Hz resolution. Multiplicities of NMR signals are indicated as follows: s (singlet), d (doublet), t (triplet), m (multiplet), dd (doublet of doublets). ESI/Ion trap mass spectra (LRMS) were recorded with a Bruker Esquire 3000 plus instrument (Billerica, MA, USA). High resolution mass spectra were recorded on a FT-ICR APEX II spectrometer (Bruker Daltonics; Bruker Corporation, Billerica, MA, USA) using electrospray ionization (ESI) in positive ion mode^{14 (link),26 (link)}.

Unless stated otherwise all solvents were freshly distilled under argon prior to being used. All chemicals and reagents were purchased from commercially available sources and used without further purification. ¹H and ¹³C NMR spectra were recorded on Bruker Avance III spectrometer, at 500 MHz for proton (¹H) and at 126 MHz for carbon (¹³C). Chemical shifts are given in parts per million (ppm) from tetramethylsilane (TMS) as internal standard in CDCl₃. 2D NMR spectra (HSQC) were recorded at 500 MHz. Coupling constants (J) are reported in hertz (Hz). Unless stated otherwise, all spectra were recorded at 25 °C. High-resolution mass spectra (HRMS) were recorded on a FT-ICR APEX II spectrometer (Bruker Daltonics; Bruker Corporation, Billerica, MA, USA) using electrospray ionization in positive ion mode (ESI+). All reactions were monitored by thin-layer chromatography (TLC). Flash and dry-column flash chromatography were carried out using silica gel (10–18 or 18–32 µm, ICN-Woelm). Melting points were obtained at a heating rate of 4 °C/min, and are uncorrected. IR spectra were recorded by using a Thermo Scientific Nicolet 6700 Fourier-transform spectrometer operated in the ATR mode. Structures of all new compounds were determined by methods of 1D, 2D NMR and IR spectroscopy. Structures of the final compounds were additionally confirmed by high-resolution mass spectrometry (HRMS).