HCID 86689280, compound → HCID 86689281, compound

Participants

Reaction Steps

A 350 mL hydrogenation vessel was charged with nitroarene 48a (14.2 g, 39.4 mmol) and EtOAc (150 mL). To the resultant suspension was added 10% Pd/C (1.5 g). The mixture was hydrogenated on a Parr shaker at 58 psi overnight. The catalyst was filtered off on glass fiber paper and rinsed with EtOAc (75 mL). The filtrate was concentrated in vacuo to give 13.1 g of 49a as a white solid (100%). 1H NMR (300 MHz, CDCl3): δ 8.01 (s, 1H), 7.27 (d, 1H), 7.24 (d, 1H), 7.08 (d, 1H), 6.63-6.55 (m, 3H), 6.40-3.32 (m, 2H), 4.64 (s, 2H), 4.04 (qt, 2H), 3.99 (qt, 2H), 3.82 (bs, 2H), 1.44 (t, 3H), 1.41 (t, 3H) ppm. HPLC analysis (10:10:80 H2O:A1:MeOH) showed a purity of 98% with a retention time of 3.7 min.

Provenance & Evidence