Reaktionsgleichung
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][S:8]([C:11]2[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=2[C:13]([O:15]C)=O)(=[O:10])=[O:9])[CH:2]=1.[CH2:21]([NH2:25])[CH2:22][CH2:23][CH3:24]>>[CH2:21]([NH:25][C:13](=[O:15])[C:12]1[CH:17]=[CH:18][CH:19]=[CH:20][C:11]=1[S:8]([NH:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)(=[O:9])=[O:10])[CH2:22][CH2:23][CH3:24]Komponenten
Versuchsvorschrift
The title compound was prepared according to procedures described above, using methyl 2-[(pyridin-3-ylamino)sulfonyl]benzoate and n-butylamine. The title compound was further purified by dissolving 2.0 g in ethyl acetate (10 mL). Hexane was then added dropwise to the solution until it became cloudy. A few drops of ethyl acetate were then added to obtain a clear solution. The resulting solution was left at rt for approximately 48 h. The resulting solids were collected, washed with 20% ethyl acetate/hexane (3×150 mL), and dried under high vacuum overnight at rt to afford the title compound as a crystalline solid (1.64 g, 82%). 1H NMR (400 MHz, DMSO-D6) δ 9.90-10.00 (m, 1H) 8.73 (t, 1H) 8.28-8.37 (m, 2H) 7.71-7.76 (m, 1H) 7.61-7.70 (m, 2H) 7.49-7.57 (m, 2H) 7.35-7.44 (m, 1H) 3.25 (q, 2H) 1.51-1.54 (m, 2H) 1.29-1.40 (m, 2H) 0.90 (t, 3H).
Aufarbeitung
- customThe title compound was prepared
- customThe title compound was further purified
- dissolutionby dissolving 2.0 g in ethyl acetate (10 mL)
- additionHexane was then added dropwise to the solution until it
- additionA few drops of ethyl acetate were then added
- customto obtain a clear solution
- customThe resulting solids were collected
- washwashed with 20% ethyl acetate/hexane (3×150 mL)
- customdried under high vacuum overnight at rt
Quellen und Nachweise
- ORD-Eintrag
- ord-fa081dc63a464a4e84d5f7d5e5112e5f
- Quelldatensatz
- uspto-grants-2011_01
- Patentnummer
- US07868026B2
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