Water → HCID 10615550, Verbindung

HRID 724965Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 724965
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH3:22])[C:7](=[O:21])[C:8]3[CH:18]=[C:17]([CH:19]=[O:20])[CH:16]=[N:15][C:9]=3[N:10]([CH2:13][CH3:14])[C:11]=2[N:12]=1.O.[BH4-].[Na+]>O1CCCC1.[Cl-].[Na+].O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH3:22])[C:7](=[O:21])[C:8]3[CH:18]=[C:17]([CH2:19][OH:20])[CH:16]=[N:15][C:9]=3[N:10]([CH2:13][CH3:14])[C:11]=2[N:12]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 10639163HCID 10639163, Verbindung

Produkt 1

HCID 10615550HCID 10615550, VerbindungAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

To a solution of 2-chloro-5,11-dihydro-11-ethyl-8-formyl-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (0.5822 g, 1.84 mmol) in tetrahydrofuran (20 mL) was added water (0.1 mL) followed by sodium borohydride (0.0695 g, 1.84 mmol). The mixture was stirred for 0.5 hour then diluted with brine (20 mL) and extracted with dichloromethane (3×30 mL). The combined organics were dried, concentrated and the residue was purified by flash chromatography (gradient hexanes to ethyl acetate to yield the title compound (0.52 g, 89%), m.p. 166°-168° C.

Aufarbeitung

  1. extractionextracted with dichloromethane (3×30 mL)
  2. customThe combined organics were dried
  3. concentrationconcentrated
  4. customthe residue was purified by flash chromatography (gradient hexanes to ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-7ab6848ad8ee4e20994a0c67084c7f21
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05705499

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