반응 #438276

반응 방정식

Pyridine-3-sulfonyl chloride hydrochloride

methyl 6-aminohexanoate hydrochloride

triethylamine

→

title compound

수율 76.1%

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

수율 76.1%

용매

acetonitrile

반응 조건

후처리

1. 1
   여과filtered
2. 2
   기타solvents were removed under reduced pressure
3. 3
   workup.DISSOLUTIONThe oily product was dissolved in water (15 ml)
4. 4
   추출extracted with ethyl ether (50 ml)
5. 5
   건조The extract was dried (Na2SO4)
6. 6
   기타the solvents were removed under reduced pressure

실험 절차

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).

출처