Tert-butyl ethyl (5-nitropyrazin-2-yl)propanedioate → Ethyl 2-(5-nitropyrazin-2-yl)acetate

HRID 2173328Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2173328
[N+:1]([C:4]1[N:5]=[CH:6][C:7]([CH:10](C(OCC)=O)[C:11]([O:13][C:14](C)(C)[CH3:15])=[O:12])=[N:8][CH:9]=1)([O-:3])=[O:2]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[N+:1]([C:4]1[N:5]=[CH:6][C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:8][CH:9]=1)([O-:3])=[O:2]

Komponenten

4

Edukt 1

HCID 86693017Tert-butyl ethyl (5-nitropyrazin-2-yl)propanedioate

Produkt 1

HCID 77230650Ethyl 2-(5-nitropyrazin-2-yl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Reaktionsbedingungen

Temperatur
35 °C

Versuchsvorschrift

A mixture of tert-butyl ethyl (5-nitropyrazin-2-yl)propanedioate (10.7 g, 34.4 mmol) in 30 mL of TFA and 30 mL DCM was stirred at 35° C. for 3 hours before concentrated to dryness. The residue was dissolved in 200 mL of EtOAc and washed with water (25 mL) and brine (25 mL), dried over anhydrous Na2SO4 and concentrated to afford ethyl (5-nitropyrazin-2-yl)acetate.

Aufarbeitung

  1. concentrationbefore concentrated to dryness
  2. dissolutionThe residue was dissolved in 200 mL of EtOAc
  3. washwashed with water (25 mL) and brine (25 mL)
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3e5d3563466f481f81fe9520e2bfde19
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09056859B2

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