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

HRID 78603

Reaktionsgleichung

Reaktionsgleichung von HRID 78603
[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) were stirred in MeCN (100 mL) at room temp for 16 hours. The resultant precipitate was filtered, washed with MeCN and dried under vacuum to give the desired product as a yellow solid (11.68 g, 92%). 1H NMR (400.0 MHz, DMSO) d 3.85 (3H, s), 7.55 (2H, br s), 8.42 (1H, s); MS (ES+) 233.78

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-75ab57f3f62b4c118c6e4ef8a74d2066
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841308B2

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