Acetonitrile → HCID 58961604, Verbindung

HRID 916935Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 916935
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][C:31]=3[Cl:37])=[N:10][C:11]([O:16][CH2:17][CH2:18][N:19]3C(=O)C4C(=CC=CC=4)C3=O)=[C:12]([CH:15]=2)[C:13]#[N:14])=[CH:4][CH:3]=1.C(#N)C.O.NN>C(O)C>[NH2:19][CH2:18][CH2:17][O:16][C:11]1[N:10]=[C:9]([C:30]2[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][C:31]=2[Cl:37])[C:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)=[CH:15][C:12]=1[C:13]#[N:14]

Komponenten

5

Edukt 3

HCID 6342AcetonitrileHCID 24654Hydrazine hydrate (1:1)HCID 58961600HCID 58961600, Verbindung

Produkt 1

HCID 58961604HCID 58961604, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To the product of Example 25 (971 mg) was added acetonitrile (14 mL) and ethanol (5 mL). The mixture was heated to 80° C. to dissolve the material before adding hydrazine hydrate (0.60 mL, 12.24 mmol). After 2.3 hours the mixture was filtered through Celite®545 diatomaceous earth and then concentrated. The residue was purified by flash chromatography (silica gel) eluting with 2% triethylamine/4% methanol/94% dichloromethane affording the product. MS (electrospray) m/e 418.0 MH+ (retention time=3.0 min LC/MS).

Aufarbeitung

  1. dissolutionto dissolve the material
  2. filtrationAfter 2.3 hours the mixture was filtered through Celite®545 diatomaceous earth
  3. concentrationconcentrated
  4. customThe residue was purified by flash chromatography (silica gel)
  5. washeluting with 2% triethylamine/4% methanol/94% dichloromethane affording the product

Quellen und Nachweise

ORD-Eintrag
ord-cdc08efd5c924ff390d15fb71cf8a7de
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07271266B2

Notizen zur Reaktion

Wird geladen…