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

HRID 1502115Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1502115
[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-nitropyrazine-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-nitropyrazine-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-a50718e839304bf3b8fdbe20102f51d7
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206199B2

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