N-bromobutanimide → tert-Butyl 3-bromo-5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate

HRID 1713171Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1713171
[N:1]1[CH:2]=[CH:3][N:4]2[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][C:5]=12.C1C(=O)N([Br:24])C(=O)C1>C1C=CC=CC=1>[Br:24][C:3]1[N:4]2[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][C:5]2=[N:1][CH:2]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 21955306tert-Butyl 5,6-dihydroimidazo(1,2-a)pyrazine-7(8H)-carboxylate

Produkt 1

HCID 37819064tert-Butyl 3-bromo-5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A mixture of tert-butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate (2.23 g, 10 mmol) and NBS (1.78 g, 10 mmol) in benzene (10 mL) is heated at reflux for one hr. The solvent is evaporated and the residue is purified by column with 5% MeOH in DCM to give the title compound. 1H NMR (CDCl3) δ 6.98 (s, 1H), 4.65 (s, 2H), 3.86 (s, 4H), 1.47 (s, 9H).

Aufarbeitung

  1. temperatureis heated
  2. temperatureat reflux for one hr
  3. customThe solvent is evaporated
  4. customthe residue is purified by column with 5% MeOH in DCM

Quellen und Nachweise

ORD-Eintrag
ord-514b3be1d3e64e5e880e4151dce69f33
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07795262B2

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