Pyridine → HCID 21083999, compound

Participants

Reaction Steps

To a suspension of the compound of Example 107 (93 mg, 0.20 mmol) and pyridine (32 μL, 0.4 mmol) in DCM (1 mL) was added trifluoroacetic anhydride (34 μL, 0.24 mmol) and the reaction stirred at r.t. for 30 mins. A further 60 μL of trifluoroacetic anhydride was added and the reaction stirred for 18 h before being diluted with DCM (10 mL) and THF (5 mL). The mixture was washed with 2M NaOH(aq), brine and the organic layer separated and dried over MgSO4. Solvent was removed in vacuo and the residue purified by column chromatography (silica, 2–5% MeOH in DCM) to give the title compound as a solid (60 mg, 67%). δH (CDCl3) 7.62 (1H, d, J 9.7 Hz), 7.51–7.44 (5H, m), 7.30–7.27 (2H, m), 7.01–6.98 (2H, m), 6.89 (2H, d, J 0.9 Hz), 6.61 (1H, d, J 9.7 Hz), 4.30–4.20 (4H, m), 2.43 (3H, s). LCMS (ES+) RT 2.46 minutes, 453 (M+H)+.

Provenance & Evidence