Sodium Carbonate → HCID 67051485, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 30 (31.6 mg, 0,078 mmol), 1-triisopropylsilanyl-1H-pyrrole-3-boronic acid (31 mg, 0.12 mmol), PdCl2(PPh3)2 (6 mg, 7.8 μmol), LiCl (10 mg, 0.24 mmol), aqueous 1.0 M Na2CO3 (200 μL, 0.2 mmol), EtOH (0.47 mL) and toluene (0.47 mL) were heated at 85° C. over weekend. After cooling the organic layer was separated and purified by PTLC using AcOEt:hexane=3:7 as eluent to give the product 31 as a colourless oil (15.3 mg, 36%). 1H NMR (400 MHz, CDCl3) δ 1.13 (d, J=7.5 Hz, 18H), 1.49 (septet, J=7.5 Hz, 3H), 6.60 (dd, J=2.7, 1.5 Hz, 1H), 6.71 (dd, J=1.8, 0.79 Hz, 1H), 6.84 (t, J=2.5 Hz, 1H), 7.05 (t, J=1.7 Hz, 1H), 7.48 (t, J=8.0 Hz, 2H), 7.56 (m, 2H), 7.78 (s, 1H), 7.83 (s, 1H), 7.99 (d, J=2.0 Hz, 1H), 8.20 (m, 1H), 8.23 (s, 1H), 8.68 (d, J=2.0 Hz, 1H).

Provenance & Evidence