2,7,9-Trimethoxy-5,11-dioxa-benzo[b]fluoren-10-one → HCID 178515280, compound

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Reaction Steps

Example 33 (0.90 g, 2.8 mmol) and Pyr-HCl (5 g) were heated together at 200° C. for 2 h. The reaction was cooled and diluted with water and the resultant solid filtered off. The solid thus obtained was triturated with MeOH, filtered, and triturated with EtOAc and then CH2Cl2. The resulting pink solid was dissolved in CH3OH/EtOAc (200 mL) and silica gel added. The solution was filtered and concentrated and the resulting solid triturated with CH3OH and then CH2Cl2. The product 36 was isolated as an off-white solid (0.35 g): Mp>300° C.; 1H NMR (DMSO-d6) δ 12.71 (s, 1H), 10.88 (s, 1H), 10.71 (s, 1H), 7.85 (d, 1H, J=8.7 Hz), 7.12 (d, 1H, J=1.8 Hz), 7.0 (dd, 1H, J=8.7 Hz, 1.9 Hz), 6.56 (d, 1H, J=2.1 Hz), 6.27 (d, 1H, J=2.0 Hz); MS 283 (M−H)−.

Provenance & Evidence