Oxonium, triethyl-, hexafluorophosphate(1-) (1:1) → tert-butyl 3-ethoxy-5,6-dihydropyrazine-1(2H)-carboxylate

HRID 2192430Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192430
F[P-](F)(F)(F)(F)F.C([O+:10]([CH2:13][CH3:14])[CH2:11][CH3:12])C.O=[C:16]1[NH:21]CC[N:18]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:17]1>>[CH2:13]([O:10][C:11]1[CH2:12][N:18]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:17][CH2:16][N:21]=1)[CH3:14]

Komponenten

3

Edukt 2

HCID 167684Oxonium, triethyl-, hexafluorophosphate(1-) (1:1)HCID 3157178Tert-butyl 3-oxopiperazine-1-carboxylate

Produkt 1

HCID 67439401tert-butyl 3-ethoxy-5,6-dihydropyrazine-1(2H)-carboxylate

Versuchsvorschrift

Triethyloxonium hexafluorophosphate (3.20 g, 28.0 mmol) was added to a solution of tert-butyl 3-oxopiperazine-1-carboxylate (2.54 g, 12.7 mmol) in CH2CL2 (31.7 mL) at 0° C., and the resulting solution was stirred at room temperature for 18 hours. The reaction mixture was washed with saturated NaHCO3, dried (Na2SO4), and concentrated to give tert-butyl 3-ethoxy-5,6-dihydropyrazine-1(2H)-carboxylate as an oil. LCMS (APCI+) M+H-t-Bu: 173 (40%); rt=3.14 minutes.

Aufarbeitung

  1. washThe reaction mixture was washed with saturated NaHCO3
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2bfc7ed3e7a545c3af2c3cd0ac604056
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329709B2

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