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Acetic Acid → HCID 22477333, Verbindung

HRID 2182231
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2182231
[CH3:1][NH:2][CH3:3].[C:4](O)(=O)C.C=O.[C:10]1([C:16]2[NH:24][C:19]3=[N:20][CH:21]=[CH:22][N:23]=[C:18]3[CH:17]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O1CCCC1.C(OCC)(=O)C>[CH3:1][N:2]([CH3:4])[CH2:3][C:17]1[C:18]2[C:19](=[N:20][CH:21]=[CH:22][N:23]=2)[NH:24][C:16]=1[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 674DimethylamineHCID 712FormaldehydeHCID 3399166-Phenyl-5H-pyrrolo[2,3-b]pyrazine

Produkt 1

HCID 22477333HCID 22477333, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×
HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of dimethylamine in tetrahydrofuran (0.5 mL, 2.0M) at 0° C. was treated with glacial acetic acid (15 μl) then with formaldehyde (75 μl, 40% solution). After stirring at 0° C. for 10 minutes this mixture was treated with 6-phenyl-5H-pyrrolo[2,3-b]pyrazine [0.195 g, Example 2(c)] and then with tetrahydrofuran (3 mL) to ensure complete dissolution. The reaction mixture was allowed to warm to ambient temperature, then stirred overnight, then diluted with ethyl acetate (5 mL) and then extracted three times with hydrochloric acid (5 mL, 1N). The combined acid extracts were adjusted to pH 6-7 by addition of potassium hydroxide solution (5N). The resulting pale yellow solid was filtered, then washed with water and then dried to give the title compound (0.16 g) as a pale yellow solid, m.p. 191-192°C.

Aufarbeitung

  1. dissolutiondissolution
  2. temperatureto warm to ambient temperature
  3. stirringstirred overnight
  4. extractionextracted three times with hydrochloric acid (5 mL, 1N)
  5. additionThe combined acid extracts were adjusted to pH 6-7 by addition of potassium hydroxide solution (5N)
  6. filtrationThe resulting pale yellow solid was filtered
  7. washwashed with water
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-975d7ef165c44c40b9797fbdb5506319
Quelldatensatz
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06897207B2

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