反应详情

To a solution of 39 (600 mg, 2.0 mmol) in THF (25 mL) was added 2-(methyl amino) ethanol (224 mg, 3.0 mmol) and a catalytic amount of acetic acid (0.1 mL) and cooled to 0° C. Na(OAc)3BH (1 g, 5.0 mmol) was added portion wise and the reaction mixture allowed to warm and stired at rt for 3 h. The reaction mixture was neutralized by using NaHCO3 (aq), diluted with water (25 mL, 1:3 dilution), extracted with EtOAc (2×100 mL), the combined organic layers were washed with brine (20 mL), dried (Na2SO4) and evaporated. The crude compound was purified by column chromatography (neutral alumina, eluted with 5% MeOH/CHCl3) to obtain compound 40 (400 mg, 55%) as a brown solid. Rf: 0.3 (10% MeOH/CHCl3); (m/z): 362 [MH]+; 1H NMR (400 MHz, DMSO-d6) δ 7.91 (1H, d, J=2.8 Hz), 7.35-7.22 (10H, m), 7.12 (1H, d, J=8.8 Hz), 7.02 (1H, dd, J=2.8, 8.8 Hz), 4.72 (4H, s), 4.37 (1H, br s), 3.46-3.44 (4H, m), 2.40 (2H, t, J=6.4 Hz), 2.13 (3H, S).

1. temperatureto warm
2. extractionextracted with EtOAc (2×100 mL)
3. washthe combined organic layers were washed with brine (20 mL)
4. dry with materialdried (Na2SO4)
5. customevaporated
6. customThe crude compound was purified by column chromatography (neutral alumina, eluted with 5% MeOH/CHCl3)