反应详情

A solution of benzyl 2-methyl-3-(1-(5-morpholino-1H-indol-3-yl)-2-nitroethyl)phenylcarbamate (0.8011 g, 1.557 mmol), ammonium chloride (1.249 g, 23.35 mmol) and zinc (1.527 g, 23.35 mmol) in methanol (32.4 mL) and tetrahydrofuran (32.4 mL) was stirred for 2 hr. The reaction was filtered through a pad of CELITE® and rinsed with methanol. The filtrate was concentrated in vacuo, dissolved in EtOAc and water. The layers were separated, and the aqueous layer was extracted with EtOAc (6×). The aqueous layer was basified by NaHCO3 (s) and extracted with EtOAc (3×). The organic layers were combined, dried over MgSO4, and concentrated in vacuo to give the desired product (0.7121 g, 1.337 mmol, 86% yield) as a tan solid.

1. filtrationThe reaction was filtered through a pad of CELITE®
2. washrinsed with methanol
3. concentrationThe filtrate was concentrated in vacuo
4. dissolutiondissolved in EtOAc
5. customThe layers were separated
6. extractionthe aqueous layer was extracted with EtOAc (6×)
7. extractionextracted with EtOAc (3×)
8. dry with materialdried over MgSO4
9. concentrationconcentrated in vacuo