Figure 5.

(A) Extracted ion chromatograms (EIC) from a screen of 96 reaction mixtures with the fast capillary LC-MS and droplet injector. EIC traces are color-coded by detected m/z as shown. Scheme 1 shows the analytes with exact masses. Insets show sections with two sample reactions analyzed. (B) The percentage of elimination product, measured using EIC peak heights of both products, as a function of the percentage of MeOH and H2O in the reaction mixture for two different equivalents of amine. The dots are individual data points, and the lines are the averaged value of the duplicates for each condition. (C) Carryover test of selected reaction screening samples. Duplicate injections of two blank droplets of acetonitrile following one sample droplet for reaction mixtures of trans-nitrostyrene and either 2 equiv of benzylamine in 10/90 water/acetonitrile solvent (magenta, black, and red traces) or 2 equiv of propylamine in 10/90 methanol/acetonitrile solvent (green and blue traces), respectively. For both (A) and (C), magenta, black, red, green, and blue traces correspond to benzylamine, (1), (2), (3), and (4) in Scheme 1, respectively. The mobile phase was 30/70 acetonitrile/water + 0.1% TFA, and the flow rate was 50 μL/min.