تفاعل #438276

معادلة التفاعل

Pyridine-3-sulfonyl chloride hydrochloride

methyl 6-aminohexanoate hydrochloride

triethylamine

→

title compound

المردود 76.1%

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

المردود 76.1%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   ترشيحfiltered
2. 2
   أخرىsolvents were removed under reduced pressure
3. 3
   workup.DISSOLUTIONThe oily product was dissolved in water (15 ml)
4. 4
   استخلاصextracted with ethyl ether (50 ml)
5. 5
   تجفيفThe extract was dried (Na2SO4)
6. 6
   أخرىthe solvents were removed under reduced pressure

الإجراء التجريبي

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).

المصدر