Ammonia → 4-Oxo-6-piperidin-1-yl-4,5-dihydro-furo[2,3-c]quinoline-2-carbonitrile

HRID 1711223Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1711223
[O:1]=[C:2]1[C:11]2[O:12][C:13]([CH:15]=O)=[CH:14][C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([N:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[C:4]=2[NH:3]1.[NH3:23]>C(O)(C)C.O=[Mn]=O>[O:1]=[C:2]1[C:11]2[O:12][C:13]([C:15]#[N:23])=[CH:14][C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([N:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[C:4]=2[NH:3]1

Komponenten

5

Edukt 2

HCID 222AmmoniaHCID 597967754-Oxo-6-piperidin-1-yl-4,5-dihydro-furo[2,3-c]quinoline-2-carbaldehyde

Produkt 1

HCID 247583904-Oxo-6-piperidin-1-yl-4,5-dihydro-furo[2,3-c]quinoline-2-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A solution of 4-oxo-6-piperidin-1-yl-4,5-dihydro-furo[2,3-c]quinoline-2-carbaldehyde (v) in isopropanol (“iPrOH”) is treated with ammonia gas at room temperature. After 90 min, the reaction is treated with MnO2 and stirred for an additional 16 h. The reaction is filtered and evaporated onto celite. Chromatography on silica gel affords 4-oxo-6-piperidin-1-yl-4,5-dihydro-furo[2,3-c]quinoline-2-carbonitrile.

Aufarbeitung

  1. filtrationThe reaction is filtered
  2. customevaporated onto celite

Quellen und Nachweise

ORD-Eintrag
ord-f5f842a8051f425cbbbeec3045e401a8
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07790724B2

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