Pyridine → (3-tert-Butyl-isoxazol-5-yl)-carbamic acid 4-nitrophenyl ester

HRID 909234

Reaktionsgleichung

Reaktionsgleichung von HRID 909234
[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[O:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].N1C=CC=CC=1.Cl[C:18]([O:20][C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][CH:22]=1)=[O:19]>ClCCl>[N+:27]([C:24]1[CH:23]=[CH:22][C:21]([O:20][C:18](=[O:19])[NH:10][C:8]2[O:7][N:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:9]=2)=[CH:26][CH:25]=1)([O-:29])=[O:28]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 821294-Nitrophenyl chloroformateHCID 20956943-Tert-butyl-1,2-oxazol-5-amine

Produkt 1

HCID 67408902(3-tert-Butyl-isoxazol-5-yl)-carbamic acid 4-nitrophenyl esterAusbeute 41 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 3-tert-butyl-isoxazol-5-ylamine (2.50 g, 17.83 mmol) in dichloromethane was treated with pyridine (2 mL, 26.7 mmol) followed by p-nitrophenyl chloroformate (3.77 g, 18.73 mmol). The mixture was stirred at room temperature for 2 hours. The reaction mixture was washed with 1N HCl, filtered, and concentrated under reduced pressure. The residue was triturated with ether and collected by filtration to afford 2.2 g of product (41% yield).

Aufarbeitung

  1. washThe reaction mixture was washed with 1N HCl
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was triturated with ether
  5. filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-d9cc33f36e264b45ace5e5bb413f7dcb
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08017641B2

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