Reacción #313370

Ecuación de reacción

Pyridine-3-sulfonyl chloride hydrochloride

methyl 6-aminohexanoate hydrochloride

triethylamine

→

title compound

Rendimiento 76.1%

6-(Pyridine-3-sulfonylamino)hexanoic acid methyl ester

Rendimiento 76.1%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónfiltered
2. 2
   Otrosolvents were removed under reduced pressure
3. 3
   workup.DISSOLUTIONThe oily product was dissolved in water (15 ml)
4. 4
   Extracciónextracted with ethyl ether (50 ml)
5. 5
   SecadoThe extract was dried (Na2SO4)
6. 6
   Otrothe solvents were removed under reduced pressure

Procedimiento

Pyridine-3-sulfonyl chloride hydrochloride (92c) (1.8 g, 5.0 mmol) was added to a solution of methyl 6-aminohexanoate hydrochloride (91) (1.82 g, 10 mmol) and triethylamine (3.03 g, 30 mmol) in acetonitrile (30 ml). The mixture was stirred for 1 hour at ambient temperature, filtered and solvents were removed under reduced pressure. The oily product was dissolved in water (15 ml) and extracted with ethyl ether (50 ml). The extract was dried (Na2SO4) and the solvents were removed under reduced pressure. The title compound (1.09 g, 76%) was obtained as oil and was used for the next step without an additional purification. 1H NMR δH (90 MHz, DMSO-d6) δ: 0.80-1.51 (6H, m, CH2); 1.83 (2H, t, J=6.5 Hz, CH2); 2.76 (2H, t, J=6.5 Hz, CH2N); 3.58 (3H, s, CH3); 7.54 (1H, dd, J=5.0 Hz, J=8.2 Hz, C5HN); 8.12 (1H, dt, J=2.0 Hz, J=8.2 Hz, C5HN); 8.61 (1H, dd, J=2.0 Hz, J=5.0 Hz, C5HN); 8.81 (1H, d, J=2.0 Hz, C5HN).

Fuente