Iodoethane → 5-(4-cyanophenyl)-N-ethyl-N-(4-(piperazin-1-yl)phenyl)furan-2-carboxamide

HRID 273597Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273597
CCI.CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(C#N)cc4)o3)cc2)CC1>O=S(=O)(O)O.CC(C)(C)N=P(N1CCCC1)(N1CCCC1)N1CCCC1.CN(C)C=O.CN(C)C=O.CN(C)C=O.COCCOCCOC>CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(C#N)cc4)o3)cc2)CC1.CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(C#N)cc4)o3)cc2)CC1.CCN(C(=O)c1ccc(-c2ccc(C#N)cc2)o1)c1ccc(N2CCNCC2)cc1

Komponenten

8

Edukt 2

HCID 6340IodoethaneHCID 168301699Tert-butyl 4-(4-(5-(4-cyanophenyl)furan-2-carboxamido)phenyl)piperazine-1-carboxylate

Produkt 2

HCID 168301699Tert-butyl 4-(4-(5-(4-cyanophenyl)furan-2-carboxamido)phenyl)piperazine-1-carboxylate2×HCID 1683017115-(4-cyanophenyl)-N-ethyl-N-(4-(piperazin-1-yl)phenyl)furan-2-carboxamideAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 1118Sulfuric AcidReagenzHCID 3856267tert-Butylimino-tri(pyrrolidino)phosphoraneReagenzHCID 6228DimethylformamideLösungsmittel3×HCID 8150DiglymeLösungsmittel

Reaktionsbedingungen

Temperatur
23 °C

Aufarbeitung

  1. additionquenched by addition of saturated aqueous NaHCO3 (2 uL) and diluted with water (1 uL) and DMSO (2 uL)
  2. additionquenched by addition of saturated aqueous NaHCO3 (2 uL) and diluted with water (1 uL) and DMSO (2 uL)
  3. additionquenched by addition of saturated aqueous NaHCO3 (2 uL) and diluted with water (1 uL) and DMSO (2 uL)
  4. additionThe reactions were further diluted to 10 mM using DMSO.

Quellen und Nachweise

ORD-Eintrag
ord-c6d7f9f46c4f454ebe8104e4f48ebcdf
Quelldatensatz
Cernak miniaturized N-alkylation with BOC deprotection
Originallink
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