Methyl iodide → 5-(4-cyanophenyl)-N-methyl-N-(4-(piperazin-1-yl)phenyl)furan-2-carboxamide

HRID 273593Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273593
CI.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.CN(C(=O)c1ccc(-c2ccc(C#N)cc2)o1)c1ccc(N2CCNCC2)cc1

Komponenten

8

Edukt 2

HCID 6328Methyl iodideHCID 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 1683017105-(4-cyanophenyl)-N-methyl-N-(4-(piperazin-1-yl)phenyl)furan-2-carboxamideAusbeute 66 %

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-a800690b4dab4d42b09161b5b654b6ad
Quelldatensatz
Cernak miniaturized N-alkylation with BOC deprotection
Originallink
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