Water → N-cyclopropyl-5-(thiophen-2-yl)-1,2-oxazole-3-carboxamide

HRID 1622435Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1622435
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:10][N:9]=[C:8]([C:11]([O:13]CC)=O)[CH:7]=1.[CH:16]1([NH2:19])[CH2:18][CH2:17]1.O>C(O)C>[CH:16]1([NH:19][C:11]([C:8]2[CH:7]=[C:6]([C:2]3[S:1][CH:5]=[CH:4][CH:3]=3)[O:10][N:9]=2)=[O:13])[CH2:18][CH2:17]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 69828CyclopropylamineHCID 2745138Ethyl 5-(thiophen-2-yl)-1,2-oxazole-3-carboxylate

Produkt 1

HCID 19582717N-cyclopropyl-5-(thiophen-2-yl)-1,2-oxazole-3-carboxamideAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of ethyl 5-(thiophen-2-yl)isoxazole-3-carboxylate (220 mg, 1 mmol) in absolute ethanol (5 mL) was added cyclopropylamine (285 mg, 5 mmol). The reaction was sealed and heated to 80° C. for 24 hours. The reaction was allowed to cool to room temperature and water (1 mL) was added. The product was collected by vacuum filtration as a white crystalline solid (150 mg, 64% yield). δH (400 MHz, d6 DMSO): 8.85 (1H, d), 7.83 (1H, d), 7.76 (1H, d), 7.24 (1H, d), 7.18 (1H, s), 2.83 (1H, m), 0.58-0.71 (4H, m).

Aufarbeitung

  1. customThe reaction was sealed
  2. temperatureto cool to room temperature

Quellen und Nachweise

ORD-Eintrag
ord-32bb620ebae24d3983e279193816ed6a
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08778940B2

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