Reacción #1973977

Ecuación de reacción

product

1-(3-(2-aminobenzo[d]thiazol-6-yl)-5-tert-butyl-4-methoxy-phenyl)pyrimidine-2,4(1H,3H)-dione

methanesulfonyl chloride

pyridine

→

title compound

Rendimiento 4.6%

N-(6-(3-tert-butyl-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-methoxyphenyl)benzo[d]thiazol-2-yl)methanesulfonamide

Rendimiento 4.6%

Disolventes

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrated in vacuo
2. 2
   OtroThe crude product was purified by C-18 reverse-phase

Procedimiento

To a solution of the product from Example 53 (0.35 g, 0.83 mmol) in anhydrous CH2Cl2 (50 mL) was added methanesulfonyl chloride (194 μL, 2.49 mmol) and pyridine (1.34 mL, 16.6 mmol). The resulting mixture was stirred at room temperature for 16 h and concentrated in vacuo. The crude product was purified by C-18 reverse-phase HPLC using an acetonitrile:H2O (0.1% TFA) gradient to give the title compound (19 mg, 4%). 1H NMR (300 MHz, DMSO-d6) δ 13.09 (s, 1 H) 11.41 (d, J=1.84 Hz, 1 H) 7.96 (d, J=1.47 Hz, 1 H) 7.77 (d, J=8.09 Hz, 1 H) 7.57 (dd, 1 H) 7.42 (d, J=8.09 Hz, 1 H) 7.25-7.32 (m, 2 H) 5.64 (dd, J=8.09, 2.21 Hz, 1 H) 3.25 (s, 3 H) 3.02 (s, 3 H) 1.40 (s, 9 H).

Fuente