Hydrochloric Acid → HCID 178462798, Verbindung

HRID 1047283Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1047283
[CH2:1]([N:3]1[C:12]2[C:7](=[N:8][CH:9]=[C:10]([C:13]3[CH:18]=[CH:17][C:16]([C:19]4[N:23](C5CCCCO5)[CH:22]=[N:21][N:20]=4)=[CH:15][CH:14]=3)[N:11]=2)[NH:6][C:5](=[O:30])[CH2:4]1)[CH3:2].[ClH:31]>C(O)C.O1CCOCC1>[ClH:31].[N:21]1[N:20]=[C:19]([C:16]2[CH:17]=[CH:18][C:13]([C:10]3[N:11]=[C:12]4[N:3]([CH2:1][CH3:2])[CH2:4][C:5](=[O:30])[NH:6][C:7]4=[N:8][CH:9]=3)=[CH:14][CH:15]=2)[NH:23][CH:22]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 666071504-Ethyl-6-(4-(4-(tetrahydro-2H-pyran-2-yl)-4H-1,2,4-triazol-3-yl)phenyl)-3,4-dihydro-pyrazino[2,3-b]pyrazin-2(1H)-one

Produkt 1

HCID 178462798HCID 178462798, VerbindungAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel2×HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

4-Ethyl-6-(4-(4-(tetrahydro-2H-pyran-2-yl)-4H-1,2,4-triazol-3-yl)phenyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one in ethanol was treated with 2 N hydrogen chloride in dioxane. The solution was stirred at 75° C. for 1 h. The solution was condensed partially and cooled. Cold ethanol was added to the slurry and the resulting precipitate filtered and washed with additional cold ethanol followed by hexanes to afford the title compound as the hydrochloride salt in 82% yield. 1H NMR (400 MHz, METHANOL-d4) δ (ppm) 9.18 (s, 1H), 8.22 (d, J=8.59 Hz, 2H), 8.04-8.09 (m, 3H), 7.66-7.74 (m, 1H), 7.58-7.64 (m, 1H), 4.24 (s, 2H), 3.74 (q, J=7.03 Hz, 2H), 1.29 (t, J=7.03 Hz, 4H), 0.79-0.98 (m, 4H); MS (ESI) m/z 322.2 [M+1]+.

Aufarbeitung

  1. customcondensed partially
  2. temperaturecooled
  3. filtrationthe resulting precipitate filtered
  4. washwashed with additional cold ethanol

Quellen und Nachweise

ORD-Eintrag
ord-cde4db7a1d6f42d5a50dc84d2fc6ab2b
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569494B2

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