Methylamine → Imidazo(1,2-a)pyrazin-8-amine, 3-bromo-N-methyl-

HRID 457005Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 457005
[Br:1][C:2]1[N:6]2[C:7](Br)=[CH:8][N:9]=[CH:10][C:5]2=[N:4][CH:3]=1.[CH3:12][NH2:13].O1CCCC1>C(Cl)Cl.O>[Br:1][C:2]1[N:6]2[CH:7]=[CH:8][N:9]=[C:10]([NH:13][CH3:12])[C:5]2=[N:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 142075923,5-Dibromoimidazo[1,2-a]pyrazine

Produkt 1

HCID 3088360Imidazo(1,2-a)pyrazin-8-amine, 3-bromo-N-methyl-Ausbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

3,5-Dibromo-imidazo[1,2-a]pyrazine (D) (2.0 g, 7 mol) was added to 2M methylamine in THF (tetrahydrofuran) (100 ml, 30 eq.). The mixture was heated at 70° C. in sealed tube for 3 hr. The mixture was then cooled to rt, diluted with DCM (200 ml) and water (100 ml). The organic layer was washed with brine, dried and concentrated. The residue was purified on a silica gel column to give (3-bromo-imidazo[1,2-a]pyrazin-8-yl)-methyl-amine (yield 50%).

Aufarbeitung

  1. temperatureThe mixture was then cooled to rt
  2. washThe organic layer was washed with brine
  3. customdried
  4. concentrationconcentrated
  5. customThe residue was purified on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-d981d48a5468485a82c72f73bba070d4
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186832B2

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