反応 #313370

反応方程式

Pyridine-3-sulfonyl chloride hydrochloride

methyl 6-aminohexanoate hydrochloride

triethylamine

→

title compound

収率 76.1%

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

収率 76.1%

溶媒

acetonitrile

反応条件

後処理

1. 1
   ろ過filtered
2. 2
   その他solvents were removed under reduced pressure
3. 3
   workup.DISSOLUTIONThe oily product was dissolved in water (15 ml)
4. 4
   抽出extracted with ethyl ether (50 ml)
5. 5
   乾燥The extract was dried (Na2SO4)
6. 6
   その他the solvents were removed under reduced pressure

実験手順

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).

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