反应详情

A solution of compound 119 (0.5 g, 1.951 mmol) in 1,2-dichloroethane (10 mL) was treated with AcOH (0.11 mL, 1.951 mmol), methylamine hydrochloride (0.13 g, 1.951 mmol), NaBH(OAC)3 (0.62 g, 2.926 mmol) at room temperature and stirred for over night (16 h). The reaction was basified with 2 N NaOH (25 mL) and product was extracted into ethyl acetate (2×25 mL). The combined ethyl acetate layer washed with brine (15 mL) and dried (Na2SO4). Solvent was evaporated and crude was purified by column chromatography (2M NH3 in MeOH:CH2Cl2, 1:9) to obtain compound 120 (0.47 g, 89%) as a solid. mp 170-172° C.; 1H NMR (DMSO-d6) δ 1.37-1.50 (m, 1H), 1.90-1.99 (m, 2H), 2.33 (s, 3H), 2.43-2.64 (m, 4H), 6.14 (brs, 1H), 7.80 (s, 1H), 7.86-7.96 (m, 2H), 8.30 (d, 1H, J=2.1 Hz); ESI-MS (m/z, %): 272 (MH+, 100), 241 (43).

1. extractionwas extracted into ethyl acetate (2×25 mL)
2. washThe combined ethyl acetate layer washed with brine (15 mL)
3. dry with materialdried (Na2SO4)
4. customSolvent was evaporated
5. customcrude was purified by column chromatography (2M NH3 in MeOH:CH2Cl2, 1:9)