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

HRID 273581Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273581
BrCc1ccc(-c2ccccc2)cc1.CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(Cl)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(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 75 %

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-5882d3824c004c4da5d2afd560ca15ef
Quelldatensatz
Cernak miniaturized N-alkylation with BOC deprotection
Originallink
Quelle ansehen

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