Lithium borohydride → HCID 57786365, Verbindung

HRID 1399232Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1399232
[BH4-].[Li+].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:15]3=[N:16][C:17]4[C:18](=[C:19]([C:24](OC)=[O:25])[CH:20]=[CH:21][C:22]=4[Cl:23])[N:14]3[CH2:13][CH2:12][CH2:11]2)=[C:6]([CH3:28])[CH:5]=1>O1CCCC1>[Cl:23][C:22]1[C:17]2[N:16]=[C:15]3[N:10]([C:7]4[CH:8]=[CH:9][C:4]([Br:3])=[CH:5][C:6]=4[CH3:28])[CH2:11][CH2:12][CH2:13][N:14]3[C:18]=2[C:19]([CH2:24][OH:25])=[CH:20][CH:21]=1

Komponenten

4

Edukt 2

HCID 4148881Lithium borohydrideHCID 57785858HCID 57785858, Verbindung

Produkt 1

HCID 57786365HCID 57786365, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Under nitrogen atmosphere, lithium borohydride (1.00 g, 46.0 mmol) was added to a suspension of methyl 1-(4-bromo-2-methylphenyl)-9-chloro-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole-6-carboxylate (5.0 g, 11.5 mmol) in tetrahydrofuran (70 mL) at 0° C., and the mixture was stirred at 50° C. for 20 h. The reaction mixture was quenched by aqueous saturated ammonium chloride at 0° C., and the mixture extracted with ethyl acetate/tetrahydrofuran. The combined organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to give the crude product of the title compound as a white powder (4.68 g, 11.5 mmol, quant.).

Aufarbeitung

  1. customThe reaction mixture was quenched by aqueous saturated ammonium chloride at 0° C.
  2. extractionthe mixture extracted with ethyl acetate/tetrahydrofuran
  3. washThe combined organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b253f239fa8a41a5b21697cea94a2c89
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901141B2

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