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HRID 229783Erstellt: 23. Oktober 2026

Pyridine-2-sulfonic acid allyl-(2-methyl-pent-4enyl)-amide → 3-Methyl-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepine

https://huagongshe.com/de/reaction/229783

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridine-2-sulfonic acid allyl-(2-methyl-pent-4enyl)-amideHCID 11565389—
KatalysatorHCID 178479819HCID 178479819—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-Methyl-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepineHCID 1163022383%

Reaktionsschritte

Pyridine-2-sulfonic acid allyl-(2-methyl-pent-4-enyl)-amide (1.2 g, 4.3 mmol) was diluted in CH2Cl2 (100 ml). After carefully degass by Ar, Grubbs catalyst (0.35 g, 0.43 mmol) was added under Ar protection. The mixture was then refluxed for 2 h before the reaction mixture was concentrated by rotary evaporation. The product was purified by column chromatography (5%-20% EtOAc/hexanes) to give the title compound (0.9 g, 83% yield): MS (M+H+):253.2; 1H-NMR (400 Hz, CDCl3): d=8.70(d, 1H), 8.0-7.75(m, 2H), 7.5 (m, 1H) 5.79-5.60(m, 2H), 4.00(d, 2H), 3.65(dd, 1H), 3.22(dd, 1H), 2.30-2.05(m, 3H), 0.96(d, 3H)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07563784B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-a3ea2d4def5041b6a36644d1314d6122
Quellennotizuspto-grants-2009_07