Dimethylformamide → HCID 14116990, Verbindung

HRID 485652

Reaktionsgleichung

Reaktionsgleichung von HRID 485652
NC1C(Cl)=NC=CN=1.Br.Cl[C:11]1[C:12]2[N:13]([CH:17]=[C:18]([C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][C:21]=3[O:30][CH3:31])[N:19]=2)[CH:14]=[CH:15][N:16]=1.CN(C)C=O>C(N(CC)CC)C>[CH3:31][O:30][C:21]1[CH:22]=[C:23]([S:26]([CH3:29])(=[O:28])=[O:27])[CH:24]=[CH:25][C:20]=1[C:18]1[N:19]=[C:12]2[CH:11]=[N:16][CH:15]=[CH:14][N:13]2[CH:17]=1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 2762242-Amino-3-chloropyrazineHCID 13578027HCID 13578027, Verbindung

Produkt 1

HCID 14116990HCID 14116990, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Following the general procedure of Example 5(B), 3.88 g. of 2-amino-3-chloropyrazine and 9.21 g. of α-bromo-2-methoxy-4-methylsulfonylacetophenone were reacted to give 4.8 g. of the intermediate 8-chloro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine hydrobromide. The hydrobromide salt (3.6 g.) was hydrogenated in 195 ml. of dimethylformamide and 2.7 g. of triethylamine in the presence of 1 g. of 5% palladium-on-barium sulfate. After filtration, the solution was poured into 700 ml. of ethyl acetate, washed four times with a saturated sodium chloride solution and the solvent concentrated in vacuo. At a reduced volume crystallization occurred and 540 mg. of the title product were recovered by filtration.

Aufarbeitung

  1. customto give 4.8 g
  2. filtrationAfter filtration
  3. additionthe solution was poured into 700 ml
  4. washof ethyl acetate, washed four times with a saturated sodium chloride solution
  5. concentrationthe solvent concentrated in vacuo
  6. customAt a reduced volume crystallization
  7. filtrationof the title product were recovered by filtration

Quellen und Nachweise

ORD-Eintrag
ord-29317c573c724011aff33092497ceb2c
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04537889

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