Prepstar sd 1 hplc system

All commercial chemicals were used as supplied unless otherwise indicated. Microwave synthesis was performed with a Biotage Initiator Microwave Synthesizer. Flash chromatography was performed on a Teledyne Combiflash RF-200 with RediSep columns (silica) and indicated mobile phase. All moisture sensitive reactions were performed under an inert atmosphere of ultra-pure argon with oven-dried glassware. ¹H and ¹³C NMR spectra were recorded on a Varian 600 MHz or Bruker 400 spectrometer. Mass data were acquired using an Agilent 6230 TOF LC/MS spectrometer. All NMR and mass spectrometers are located in the shared instrument rooms at the Center for Drug Design, University of Minnesota. Analysis of sample purity was performed on a Agilent Varian Prepstar SD-1 HPLC system located in our own lab with a Phenomenex Gemini, 5 ¼m C18 column (250mm × 4.6 mm). HPLC conditions: solvent A: H₂O with 0.1% TFA; solvent B: MeCN; flow rate 1.0 mL/min; compounds were eluted with a gradient of 20% MeCN/H₂O with 0.1% TFA to 100% MeCN for 20 min. All tested compounds have a purity ≥ 97%.

All commercial chemicals were used as supplied unless otherwise indicated. Dry solvents were either purchased (toluene and MeOH) or dispensed under argon from an anhydrous solvent system with two packed columns of neutral alumina or molecular sieves. Flash chromatography was performed on a Teledyne Combiflash RF-200 with RediSep columns (silica) and indicated mobile phase. All moisture sensitive reactions were performed under an inert atmosphere of ultrapure argon with oven-dried glassware. ¹H and ¹³C NMR spectra were recorded on a Varian 600 MHz spectrometer. Mass data were acquired on an Agilent TOF II TOS/MS spectrometer capable of ESI and APCI ion sources. Analysis of sample purity was performed on a Varian Prepstar SD-1 HPLC system with a Phenomenex Gemini, 5 μm C18 column (250 mm × 4.6 mm). HPLC conditions: solvent A = H₂O, solvent B = MeCN; flow rate = 1.0 mL/min; compounds were eluted with a gradient of 20% MeCN/H₂O for 5 min then to 100% MeCN for 40 min. Purity was determined by total absorbance at 254 nm. All tested compounds have a purity ≥96.

All commercial chemicals were used as supplied unless otherwise indicated. Dry solvents were either purchased (toluene and MeOH) or dispensed under argon from an anhydrous solvent system with two packed columns of neutral alumina or molecular sieves. Flash chromatography was performed on a Teledyne Combiflash RF-200 with RediSep columns (silica) and indicated mobile phase. All moisture sensitive reactions were performed under an inert atmosphere of ultra-pure argon with oven-dried glassware. ¹H and ¹³C NMR spectra were recorded on a Varian 600 MHz spectrometer. Mass data were acquired on an Agilent TOF II TOS/MS spectrometer capable of ESI and APCI ion sources. Analysis of sample purity was performed on a Varian Prepstar SD-1 HPLC system with a Phenomenex Gemini, 5 micron C18 column (250mm × 4.6 mm). HPLC conditions: solvent A = H₂O containing 0.1% TFA, solvent B = MeCN; flow rate = 1.0 mL/min; compounds were eluted with a gradient of 20% MeCN/H₂O to 100% MeCN for 30 min. Purity was determined by total absorbance at 254 nm. All tested compounds have a purity ≥ 95%.

All commercial chemicals were used as supplied unless otherwise indicated. Flash chromatography was performed on a Teledyne Combiflash RF-200 with RediSep columns (silica). All moisture sensitive reactions were performed under an inert atmosphere of ultra-pure argon with oven-dried glassware. 1H and 13C NMR spectra were recorded on a Varian 600 MHz spectrometer. Mass data were acquired using an Agilent 6230 TOF LC/MS spectrometer. Analysis of sample purity was performed on a Varian Prepstar SD-1 HPLC system with a Phenomenex Gemini, 5 µm C18 column (250mm × 4.6 mm). HPLC conditions: solvent A: H₂O with 0.1% TFA; solvent B: MeCN; flow rate 1.0 mL/min; compounds were eluted with a gradient of 20% MeCN/H₂O with 0.1% TFA to 100% MeCN for 20 min. All tested compounds have a purity ≥ 95%.

All commercial chemicals were used as supplied unless otherwise indicated. Flash chromatography was performed on a Teledyne Combiflash RF-200 with RediSep columns (silica) and indicated mobile phase. All moisture sensitive reactions were performed under an inert atmosphere of ultrapure argon with oven-dried glassware. ¹H and ¹³C NMR spectra were recorded on a Varian 600 MHz spectrometer. Mass data were acquired on an Agilent TOF II TOS/MS spectrometer capable of ESI and APCI ion sources. Analysis of sample purity was performed on a Varian Prepstar SD-1 HPLC system with a Phenomenex Gemini, 5 μm C18 column (250 mm × 4.6 mm). HPLC conditions: solvent A = H₂O, solvent B = MeCN; flow rate =1.0 mL/min; compounds were eluted with a gradient of 10% MeCN/H₂O for 0–5 min and to 80% MeCN/H₂O from 5 to 30 min followed by 100% MeCN from 30 to 35 min and then 10% MeCN/H₂O from 35 to 40 min. Purity was determined by total absorbance at 254 nm. All tested compounds have a purity ≥98%.

General Procedures. All commercial chemicals were used as supplied unless otherwise indicated. Flash chromatography was performed on a Teledyne CombiFlash RF-200 with RediSep columns (silica) and indicated mobile phase. All moisture sensitive reactions were performed under an inert atmosphere of ultra-pure argon with oven-dried glassware. ¹H and ¹³C NMR spectra were recorded on a Varian 600 MHz spectrometer. Mass data were acquired using an Agilent 6230 TOF LC/MS spectrometer. Melting points were determined in open glass capillaries using a MEL-TEMP melting-point apparatus. Analysis of sample purity was performed on a Varian Prepstar SD-1 HPLC system with a Phenomenex Gemini, 5 μm C18 column (250mm × 4.6 mm). HPLC conditions: solvent A: H₂O with 0.1% TFA; solvent B: MeCN; flow rate 1.0 mL/min; compounds were eluted with a gradient of 20% MeCN/H₂O with 0.1% TFA to 100% MeCN for 20 min. All tested compounds have a purity ≥ 97%.

All commercial chemicals were used as supplied unless otherwise indicated. Dry solvents were either purchased (toluene and dioxane, EtOH) or dispensed under argon from an anhydrous solvent system with two packed columns of neutral alumina or molecular sieves. Flash chromatography was performed on a Teledyne Combiflash RF-200 with RediSep columns (silica) and indicated mobile phase. All moisture sensitive reactions were performed under an inert atmosphere of ultra-pure argon with oven-dried glassware. ¹H and ¹³C NMR spectra were recorded on a Varian 600 MHz spectrometer or Bruker 400 MHz spectrometer. Mass data were acquired on an Agilent TOF II TOS/MS spectrometer capable of ESI and APCI ion sources. Melting points were determined in open glass capillaries using a MEL-TEMP melting-point apparatus. Analysis of sample purity was performed on a Varian Prepstar SD-1 HPLC system with a Phenomenex Gemini, 5 micron C18 column (250mm x 4.6 mm). HPLC conditions: solvent A = H₂O, solvent B = MeCN; flow rate = 1.0 mL/min; compounds were eluted with a gradient of 20% MeCN/H₂O to 100% MeCN for 30 min. Purity was determined by total absorbance at 254 nm. All tested compounds have a purity ≥ 96%. Characterization data for final compounds other than the representative analogues are shown in Supplementary Data.