N-bromobutanimide → Methyl 3-Amino-6-bromopyrazine-2-carboxylate

HRID 78575

Reaktionsgleichung

Reaktionsgleichung von HRID 78575
[NH2:1][C:2]1[C:3]([C:8]([O:10][CH3:11])=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1.[Br:12]N1C(=O)CCC1=O>CC#N>[NH2:1][C:2]1[C:3]([C:8]([O:10][CH3:11])=[O:9])=[N:4][C:5]([Br:12])=[CH:6][N:7]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 72669Methyl 3-aminopyrazinecarboxylate

Produkt 1

HCID 227251Methyl 3-Amino-6-bromopyrazine-2-carboxylateAusbeute 92,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of methyl 3-aminopyrazine-2-carboxylate (8.35 g, 54.53 mmol) and N-bromo-succinimide (9.705 g, 54.53 mmol) was stirred in MeCN (100 mL) at room temp overnight. The resultant precipitate was filtered, washed with MeCN and dried to give the desired product as a yellow solid (11.68 g, 92% Yield); 1H NMR (400.0 MHz, DMSO) 3.85 (s, 3H), 7.55 (br s, 2H) and 8.42 (s, 1H) ppm; MS (ES+) 233

Aufarbeitung

  1. filtrationThe resultant precipitate was filtered
  2. washwashed with MeCN
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-95349889551e442692e50934cd213786
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841308B2

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