Hydrogen chloride-ethyl acetate → 8-(1-Cyclohexylethoxy)-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine hydrochloride

HRID 2191297Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2191297
[CH:1]1([CH:7]([O:9][C:10]2[CH:11]=[CH:12][C:13]3[CH2:14][N:15](C(OC(C)(C)C)=O)[CH2:16][CH2:17][O:18][C:19]=3[N:20]=2)[CH3:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:28].C(OCC)(=O)C>>[ClH:28].[CH:1]1([CH:7]([O:9][C:10]2[CH:11]=[CH:12][C:13]3[CH2:14][NH:15][CH2:16][CH2:17][O:18][C:19]=3[N:20]=2)[CH3:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

3

Edukt 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68429333tert-butyl 8-(1-cyclohexylethoxy)-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate

Produkt 1

HCID 684294918-(1-Cyclohexylethoxy)-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine hydrochlorideAusbeute 79 %

Versuchsvorschrift

A mixture of the compound obtained in step 1 (0.47 g) and 4N hydrogen chloride/ethyl acetate (3 mL) was stirred at room temperature for 3 hr. The precipitate was collected by filtration, and recrystallized from ethanol-diisopropyl ether to give the title compound (0.31 g, 79%) as a white powder. 1H-NMR (DMSO-d6): δ0.85-1.30 (5H, m), 1.18 (3H, t, J=6.2 Hz), 1.45-1.85 (6H, m), 3.56 (2H, brs), 4.24-4.32 (4H, m), 4.84-5.00 (1H, m), 6.55 (1H, d, J=8.1 Hz), 7.75 (1H, d, J=8.1 Hz), 9.56 (2H, brs)

Aufarbeitung

  1. filtrationThe precipitate was collected by filtration
  2. customrecrystallized from ethanol-diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-c52132d8f0a54e808d54d3668af37405
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329687B2

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