Potassium Phosphate, Tribasic → HCID 24874900, compound

Participants

Reaction Conditions

Reaction Steps

To trifluoro-methanesulfonic acid 5-[3-tert-butoxycarbonylamino-1-(4-methoxy-phenyl)-1H-isoindol-1-yl]-3′-methoxy-biphenyl-2-yl ester (Scheme #2, G) (50 mg, 0.075 mmol) was added potassium phosphate (32 mg, 0.15 mmol), dichlorobis(triphenylphosphine)palladium(II) (16 mg, 0.022 mmol), and 1,2-dimethoxyethane: water:ethanol (7:3:2, 2.0 mL). The reaction was heated in a microwave at 125° C. for 15 minutes, more dichlorobis(triphenylphosphine)palladium(II) (16 mg, 0.022 mmol) was added, and the reaction reheated at 125° C. for 15 minutes. The solvent was removed under reduced pressure and the crude material dissolved in acetonitrile/water with trifluoroacetic acid (75:25:0.1, 1.0 mL), the insoluble material was filtered off and the filtrate was purified using RP-HPLC AG1 (tR=21.2 min). The combined purified fractions were lyophilized to give the title compound (9.0 mg). 1H NMR (300 MHz, DMSO-d6/TFA-d) δ 8.33 (d, J=7.7 Hz, 1 H) 7.87 (m, 2 H), 7.22-7.13 (m, 4 H), 7.76-7.64 (m, 2 H), 7.59-7.47 (m, 2 H), 7.40-7.29 (m, 2 H), 6.97 (d, J=8.8 Hz, 3 H), 3.81 (s, 3 H), 3.76 (s, 3 H); MS (ES+) m/z 421 [M+1]+; tR=2.08 min.

Provenance & Evidence