Water 2545 binary gradient module

Unless otherwise described, all commercial reagents and solvents were purchased from commercial suppliers and used without further purification. All reactions were performed under a N₂ atmosphere in flame-dried glassware. Reactions were monitored using TLC with 0.25 mm E. Merck precoated silica gel plates (60 F254). Reaction progress was monitored using TLC analysis using a UV lamp, ninhydrin, or p-anisaldehyde stain for detection purposes. All solvents were purified using standard techniques. Purification of reaction products was carried out using silica gel column chromatography with Kieselgel 60 Art. 9385 (230–400 mesh). Purities of all compounds were ≥95%, and mass spectra and purities of all compounds was accessed using Waters LC/MS system (Waters QDA Detector, Waters 2998 Photodiode Array Detector, Waters SFO System Fluidics Organizer, Water 2545 Binary Gradient Module, Waters 2767 Sample Manager) using SunFire C₁₈ column (4.6 × 50 mm, 5 μm particle size): solvent gradient = 30% B at 0.00 min, 30% B at 1.00 min, 100% B at 7.00 min, 100% B at 8.00 min, 30% B at 8.01 min, 30% B at 10.00 min. Solvent A = 0.1% HCOOH in H₂O; Solvent B = 0.1% HCOOH in MeOH; flow rate = 0.8 mL/min. ¹H and ¹³C NMR spectra were obtained using Bruker 400 MHz FT-NMR (400 MHz for ¹H, and 100 MHz for ¹³C) spectrometer. Standard abbreviations are used for denoting the signal multiplicities.