Ethanol → HCID 69522441, Verbindung

HRID 968771Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 968771
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[Cl:18])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][NH2:14])[CH2:8][CH2:7]1.C(N(CC)CC)C.[OH2:26].[NH2:27][NH2:28].[CH2:29]([OH:31])[CH3:30]>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[Cl:18])[O:5][CH:6]1[CH2:7][CH2:8][N:9]([CH2:12][CH2:13][NH:14][C:30](=[O:26])[C:29]([NH:27][NH2:28])=[O:31])[CH2:10][CH2:11]1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 8471TriethylamineHCID 24654Hydrazine hydrate (1:1)HCID 113582094-(3,4-Dichlorophenoxy)-1-piperidineethanamine

Produkt 1

HCID 69522441HCID 69522441, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of the product of Example 3, Step b (0.85 g) and triethylamine (0.82 ml) at RT in dichloromethane (20 ml) was added methyl oxalyl chloride (0.30 ml) dropwise over 10 minutes. The reaction mixture was partitioned between water (20 ml) and dichloromethane (20 ml). The organic phase was separated and dried with MgSO4. Evaporation under reduced pressure gave an oil which was dissolved in ethanol (10 ml) at RT and treated with hydrazine hydrate (1 ml) The reaction mixture was stirred at reflux for 24 hours, filtered and the filtrate evaporated under reduced pressure to leave an oil. Purification by flash chromatography (dichloromethane:methanol 90:10)gave the sub-title compound as a white solid (0.18 g).

Aufarbeitung

  1. customThe reaction mixture was partitioned between water (20 ml) and dichloromethane (20 ml)
  2. customThe organic phase was separated
  3. dry with materialdried with MgSO4
  4. customEvaporation under reduced pressure
  5. customgave an oil which
  6. temperatureat reflux for 24 hours
  7. filtrationfiltered
  8. customthe filtrate evaporated under reduced pressure
  9. customto leave an oil
  10. customPurification by flash chromatography (dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-3ddb5fc434d641dcb08a4eb1c88b3666
Quelldatensatz
uspto-grants-2007_12
Patentnummer
US07304077B2

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