反应详情

Combine amine (65 mg, 0.20 mmol) from example 1, AcOH (70 μL, 1.2 mmol), formaldehyde (0.6 mmol) and NaBH(OAc)3 (0.40 mmol) in 1,2-DCE (2 mL). Stir the mixture at room temperature overnight. Dilute the mixture with CH2Cl2 and wash with NaHCO3 sat. Extract the aqueous layer with CH2Cl2, combine the organic layers and dry over Na2SO4. Purify by flash chromatography on silica gel (eluent: EtOAc). Electrospray MS M+1 ion=362, 1H-NMR (CDCl3, 400 MHz): 8.58 (d, 1H, J=2.6 Hz), 8.15 (dd, 1H, J=2.6 and 8.6 Hz), 7.32-7.22 (m, 7H), 7.06-7.04 (m, 2H), 6.95 (d, 1H, J=8.6 Hz), 3.61 (bs, 2H), 2.91-2.84 (m, 2H), 2.74-2.66 (m, 2H), 2.32 (s, 3H).

1. washwash with NaHCO3 sat.
2. extractionExtract the aqueous layer with CH2Cl2
3. dry with materialdry over Na2SO4
4. customPurify by flash chromatography on silica gel (eluent: EtOAc)