反应详情

A mixture of (±)-2-Methyl-3-amino-N-(9-chloro-3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-N-isobutylpropanamide (94 mg), 3-nitrobenzaldehyde (40 mg), glacial acetic acid (90 μl), and sodium triacetoxyborohydride (78 mg) in dichloromethane (5 ml) was stirred overnight. The reaction mixture was partitioned between aq. K2CO3 (1N, 10 mL) and ethyl acetate (5 ml). The aqueous was washed with EtOAc (5 mL×2). Organic layers were combined, washed with brine, dried with anhydrous sodium sulfate, and concentrated. The residue was purified by flash chromatography on silica (20-50% ethyl acetate in hexane) and yielded (±)-2-Methyl-3-((2-nitro)benzylamino)-N-(9-chloro-3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-N-isobutylpropanamide as a resin: MS (m+1)=490.3.

1. customThe reaction mixture was partitioned between aq. K2CO3 (1N, 10 mL) and ethyl acetate (5 ml)
2. washThe aqueous was washed with EtOAc (5 mL×2)
3. washwashed with brine
4. dry with materialdried with anhydrous sodium sulfate
5. concentrationconcentrated
6. customThe residue was purified by flash chromatography on silica (20-50% ethyl acetate in hexane)