2-(Bromomethyl)-1-methyl-1H-imidazole → 5-(4-chlorophenyl)-N-[(1-methylimidazol-2-yl)methyl]-N-(4-piperazin-1-ylphenyl)furan-2-carboxamide

HRID 273562Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273562
Cn1ccnc1CBr.CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(Cl)cc4)o3)cc2)CC1>O=S(=O)(O)O.CC(C)(C)[O-].[Na+].CN(C)C=O.CN(C)C=O.CN(C)C=O.COCCOCCOC>Cn1ccnc1CN(C(=O)c1ccc(-c2ccc(Cl)cc2)o1)c1ccc(N2CCNCC2)cc1.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

Komponenten

8

Edukt 2

HCID 230435782-(Bromomethyl)-1-methyl-1H-imidazoleHCID 168301698t-Butyl 4-(4-(5-(4-chlorophenyl)furan-2-carboxamido)phenyl)piperazine-1-carboxylate

Produkt 2

HCID 706875225-(4-chlorophenyl)-N-[(1-methylimidazol-2-yl)methyl]-N-(4-piperazin-1-ylphenyl)furan-2-carboxamideAusbeute 84 %HCID 168301698t-Butyl 4-(4-(5-(4-chlorophenyl)furan-2-carboxamido)phenyl)piperazine-1-carboxylate2×

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 1118Sulfuric AcidReagenzHCID 23676156Sodium t-butoxideReagenzHCID 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-3d5d902ea5034ad2a1f17f59aa26c99f
Quelldatensatz
Cernak miniaturized N-alkylation with BOC deprotection
Originallink
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