HCID 70066577, compound → HCID 70065561, compound

Participants

Reaction Steps

A solution of (R)-4-{2-(3-cyclopentyloxy-4-methoxyphenyl)-2-[4-(1-hydroxyethyl)-phenyl]ethyl}pyridine from Example 5 (205 mg, 0.49 mmol) in CH2Cl2 (4 mL) was added to a suspension of pyridinium chlorochromate (272 mg, 1.3 mmol) and molecular sieve in CH2Cl2 (3 mL). The reaction mixture was stirred at room temperature for 1 hour before the volatiles were evaporated. The residue was then triturated in EtOAc and filtered over celite. Evaporation of the filtrate afforded a residue which was purified by flash-chromatography (silica gel, hexane/EtOAc 25:75) to afford the title compound as a white foam (39 mg, 19%). 1H NMR (400 MHz, CDCl3): d 1.55 (m, 2H), 175 (m, 6H), 2.55 (s, 3H), 3.30 (d, 2H), 3.80 (s, 3H), 4.20 (t, 1H), 4.65 (m, 1H), 6.60 (s, 1H), 6.65 (d, 1H), 6.75 (d, 1H), 6.90 (d, 2H), 7.25 (d, 2H), 7.85 (d, 2H), 8.40 (d, 2H).

Provenance & Evidence