Water → 3-Bromo-7-[(2-chloro-4-fluorophenyl)carbonyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

HRID 1893426Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1893426
[Cl:1][C:2]1[C:7]([C:8](F)([F:10])F)=C[CH:5]=[CH:4][C:3]=1[C:12]([N:14]1[CH2:19][CH2:18][N:17]2[CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[N:22]=[C:16]2[CH2:15]1)=O.C1C(=O)N([Br:34])C(=O)C1.[OH2:35].S([O-])([O-])=O.[Na+].[Na+]>CN(C)C=O.C(OCC)(=O)C>[Br:34][C:20]1[N:17]2[CH2:18][CH2:19][N:14]([C:12]([C:3]3[CH:4]=[CH:5][C:8]([F:10])=[CH:7][C:2]=3[Cl:1])=[O:35])[CH2:15][C:16]2=[N:22][C:21]=1[C:23]([F:25])([F:26])[F:24]

Komponenten

7

Edukt 4

HCID 962WaterHCID 24437Sodium SulfiteHCID 67184N-bromobutanimideHCID 497850117-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

Produkt 1

HCID 497853723-Bromo-7-[(2-chloro-4-fluorophenyl)carbonyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

7-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (I22) (181 mg, 0.455 mmol) was dissolved in N,N-dimethylformamide (DMF) (2 mL) and treated with NBS (97 mg, 0.546 mmol). The solution was stirred at RT for 16 h. The mixture was poured on to water (100 ml) containing 1% sodium sulfite (w/w) and extrated in to ethyl acetate (3×50 ml). Combined extracts were washed with brine (50 ml), dried over anhydrous sodium sulfate and concentrated to afford crude product. The crude product was purified by MDAP to afford desired product in 135 mg.

Aufarbeitung

  1. washCombined extracts were washed with brine (50 ml)
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customto afford crude product
  5. customThe crude product was purified by MDAP

Quellen und Nachweise

ORD-Eintrag
ord-ea9dd6c2c7a24d3aadbdb9f88f0a3a50
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08513248B2

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