Toluene → HCID 58531469, compound

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Reaction Steps

A mixture of N-(3-(azidomethyl)-5-(4-fluorophenoxy)benzyl)-3,5-dichloro-N-(4-fluorobenzyl)-2-hydroxybenzenesulfonamide (1.0 g, 1.652 mmol) and 100 mg of 20% of Pd(OH)2 on carbon in EtOAc (15 mL) and MeOH (15 mL) was stirred at rt under 1 atm of H2 gas for 3 h. To the mixture was added toluene. The resulting mixture was stirred for a while, and the solid was filtered, washed with methanol. The filtrate was concentrated in vacuo to obtain the desired product (0.88 g, 1.519 mmol, 92% yield) as a white solid. 1H NMR (CD3OD): δ 7.49 (d, J=2.8 Hz, 1H), 7.35 (d, J=2.8 Hz, 1H), 7.21-7.09 (m, 4H), 6.99-6.90 (m, 5H), 6.85 (s, 1H), 6.64 (s, 1H), 4.48 (s, 2H), 4.40 (s, 2H), 3.93 (s, 2H); MS (ESI): (M+H)+=579.0.

Provenance & Evidence