Trifluoroacetic acid → HCID 86279012, Verbindung

HRID 576729Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 576729
[CH3:1][C@H:2]1[CH2:7][N:6]2[C:8]([C:11]3[CH:16]=[N:15][CH:14]=[CH:13][N:12]=3)=[N:9][N:10]=[C:5]2[C:4](=[O:17])[N:3]1C(OC(C)(C)C)=O.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][C@H:2]1[CH2:7][N:6]2[C:8]([C:11]3[CH:16]=[N:15][CH:14]=[CH:13][N:12]=3)=[N:9][N:10]=[C:5]2[C:4](=[O:17])[NH:3]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 90402284(S)-tert-butyl 6-methyl-8-oxo-3-(pyrazin-2-yl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate

Produkt 1

HCID 86279012HCID 86279012, VerbindungAusbeute 96,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (S)-tert-butyl 6-methyl-8-oxo-3-(pyrazin-2-yl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate (0.4 g, 1.2 mmol) in DCM (12 mL) was added trifluoroacetic acid (2.5 mL, 31.7 mmol) and the reaction mixture was stirred for 1 hour at room temperature. The reaction mixture was concentrated and EtOAc (10 mL) was added. The resulting precipitate was collected via filtration and dried to provide the desired compound (267 mg, 64%). MS (ESI): mass calcd. for C10H10N6O, 230.2; m/z found, 231.1 [M+H]+. 1H NMR (400 MHz, DMSO) δ 9.44 (d, J=1.4 Hz, 1H), 8.85-8.81 (m, 2H), 8.69 (s, 1H), 4.92 (m, 1H), 4.31-4.23 (m, 1H), 4.10-3.96 (m, 1H), 1.24 (d, J=6.6 Hz, 3H).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. additionEtOAc (10 mL) was added
  3. filtrationThe resulting precipitate was collected via filtration
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-dc28638c311f4c9eabcb02e7ea3741d7
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040534B2

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