反应详情

A solution of compound 131 (0.08 g, 0.172 mmol) was treated with 20% TFA in CH2Cl2 (10 mL) at 0° C. and stirring was continued for 2 h at same temperature. Solvent was evaporated and crude was diluted with 10% aq. NH4OH (25 mL) and product was extracted into CH2Cl2 (2 20 mL). The combined CH2Cl2 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 132 (0.055 g, 89%) as a solid. Compound was repurified using reverse phase column chromatography (CH3CN: pH 10.6 buffer, 20:80 to 55:45) on biotage to obtain pure product. mp 95-97° C.; 1H NMR (DMSO-d6) δ 1.04 (t, 3H, J=7.2 Hz), 1.38-1.49 (m, 1H), 1.91-1.99 (m, 2H), 2.40-2.48 (m, 2H), 2.56-2.80 (m, 4H), 6.07 (s, 1H), 6.30 (s, 2H), 6.59 (d, 1H, J=8.4 Hz), 6.81 (s, 1H), 7.09 (t, 1H, J=4.5 Hz), 7.20 (d, 1H, J=2.1 Hz), 7.59 (d, 1H, J=5.1 Hz), 7.68-7.72 (m, 2H), 10.80 (s, 1H); ESI-MS (m/z, %) 365 (MH+, 7), 160 (50), 119 (100); ESI-HRMS calculated for C21H25N4S (MH+), calculated: 365.1794; observed: 365.1801.

1. customSolvent was evaporated
2. additioncrude was diluted with 10% aq. NH4OH (25 mL) and product
3. extractionwas extracted into CH2Cl2 (2 20 mL)
4. washThe combined CH2Cl2 layer washed with brine (15 mL)
5. dry with materialdried (Na2SO4)
6. customSolvent was evaporated
7. customcrude was purified by column chromatography (2M NH3 in MeOH: CH2Cl2, 1:9)