N-bromobutanimide → 3-Bromo-8-chloro-6-methyl-imidazo[1,2-a]pyrazine

HRID 1809195

Reaktionsgleichung

Reaktionsgleichung von HRID 1809195
[Br:1]N1C(=O)CCC1=O.[Cl:9][C:10]1[C:11]2[N:12]([CH:17]=[CH:18][N:19]=2)[CH:13]=[C:14]([CH3:16])[N:15]=1>C(Cl)Cl>[Br:1][C:17]1[N:12]2[CH:13]=[C:14]([CH3:16])[N:15]=[C:10]([Cl:9])[C:11]2=[N:19][CH:18]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 103748148-Chloro-6-methyl-imidazo[1,2-a]pyrazine

Produkt 1

HCID 583371003-Bromo-8-chloro-6-methyl-imidazo[1,2-a]pyrazineAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

N-bromosuccinimide (348 mg, 1.96 mmol) is added to a solution of 8-chloro-6-methyl-imidazo[1,2-a]pyrazine (337 mg, 2.02 mmol) in DCM (6.1 mL) and the reaction is stirred at 40° C. for 10 min and then at room temperature for 1 h 30 min. The reaction mixture is diluted with DCM and washed twice with 4 mL of Na2CO3 sat., dried with MgSO4 anh., filtered and concentrated in vacuo to give 3-bromo-8-chloro-6-methyl-imidazo[1,2-a]pyrazine as a yellow solid (470 mg, 95%).

Aufarbeitung

  1. waitat room temperature for 1 h 30 min
  2. washwashed twice with 4 mL of Na2CO3 sat.
  3. dry with materialdried with MgSO4 anh.
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-226e866b4afc4301824e47118faf831a
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08362018B2

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