1,1'-Biphenyl, 4-(bromomethyl)- → N-([1,1'-biphenyl]-4-ylmethyl)-5-(4-chlorophenyl)-N-(4-(piperazin-1-yl)phenyl)furan-2-carboxamide

HRID 273583Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273583
BrCc1ccc(-c2ccccc2)cc1.CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(Cl)cc4)o3)cc2)CC1>O=S(=O)(O)O.[Li]N([Si](C)(C)C)[Si](C)(C)C.CN(C)C=O.CN(C)C=O.CN(C)C=O.COCCOCCOC>CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(Cl)cc4)o3)cc2)CC1.CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(Cl)cc4)o3)cc2)CC1.O=C(c1ccc(-c2ccc(Cl)cc2)o1)N(Cc1ccc(-c2ccccc2)cc1)c1ccc(N2CCNCC2)cc1

Komponenten

8

Edukt 2

HCID 2577161,1'-Biphenyl, 4-(bromomethyl)-HCID 168301698t-Butyl 4-(4-(5-(4-chlorophenyl)furan-2-carboxamido)phenyl)piperazine-1-carboxylate

Produkt 2

HCID 168301698t-Butyl 4-(4-(5-(4-chlorophenyl)furan-2-carboxamido)phenyl)piperazine-1-carboxylate2×HCID 168301702N-([1,1'-biphenyl]-4-ylmethyl)-5-(4-chlorophenyl)-N-(4-(piperazin-1-yl)phenyl)furan-2-carboxamideAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 1118Sulfuric AcidReagenzHCID 178418261HCID 178418261, VerbindungReagenzHCID 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-226d4aac36ad4899ae79cbd23037fd29
Quelldatensatz
Cernak miniaturized N-alkylation with BOC deprotection
Originallink
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