Cyclopentylhydrazine hydrochloride → HCID 10545058, Verbindung

HRID 612404

Reaktionsgleichung

Reaktionsgleichung von HRID 612404
CO[C:3]1[C:4](=[O:21])[N:5]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15](OC)[CH:14]=2)[CH2:6][CH2:7][C:8]=1[C:9](=O)[CH2:10][CH3:11].Cl.[CH:23]1([NH:28][NH2:29])[CH2:27][CH2:26][CH2:25][CH2:24]1.[CH3:30][O-:31].[Na+]>C(O)C>[CH:23]1([N:28]2[C:3]3[C:4](=[O:21])[N:5]([C:13]4[CH:14]=[CH:15][C:16]([O:31][CH3:30])=[CH:17][CH:18]=4)[CH2:6][CH2:7][C:8]=3[C:9]([CH2:10][CH3:11])=[N:29]2)[CH2:27][CH2:26][CH2:25][CH2:24]1

Komponenten

5

Edukt 3

HCID 212349Cyclopentylhydrazine hydrochlorideHCID 10541431HCID 10541431, VerbindungHCID 10942334Sodium Methoxide

Produkt 1

HCID 10545058HCID 10545058, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A stirred mixture of 3-methoxy-1-(3-methoxyphenyl)-2-oxo-4-propionyl-1,2,5,6-tetrahydro-pyridine (0.49 grams, 1.7 mmole), cyclopentylhydrazine hydrochloride (0.40 grams) and sodium methoxide (46 mg, 0.85 mmole) in anhydrous ethanol was heated to reflux. After 16 hours, the mixture was concentrated under reduced pressure and chromatographed on a silica gel column using 1:4 ethyl acetate/hexane as eluent to give a white solid. Recrystallization from ether gave white needles. M.P. 64.65° C.; MS m/z [M+] 340.2025; HRMS [M+] 340.2046.

Aufarbeitung

  1. temperaturewas heated to reflux
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customchromatographed on a silica gel column
  4. customto give a white solid
  5. customRecrystallization from ether
  6. customgave white needles

Quellen und Nachweise

ORD-Eintrag
ord-6d77ae71d4524779bbe1745cc5b103ac
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06004974

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