Reaktion #78522

ord-29c85074894544b8bdb20862a3240b3b

Reaktionsgleichung

N#Cc1ccc(NCC(=O)O)cc1
N-(4-cyanophenyl)glycine
CNc1ccc(C(=O)N(CCCC(=O)OC(C)(C)C)c2ccccc2)cc1N
3-amino-4-methylaminobenzoic acid-N-phenyl-N-(3-tert-butyloxycarbonylpropyl)amide
→
Cn1c(CNc2ccc(C#N)cc2)nc2cc(C(=O)N(CCCC(=O)OC(C)(C)C)c3ccccc3)ccc21
1-Methyl-2-[N-(4-cyanophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(3-tert-butyloxycarbonylpropyl)amide
Ausbeute 65.0%

Edukte

N#Cc1ccc(NCC(=O)O)cc1
N-(4-cyanophenyl)glycine
CNc1ccc(C(=O)N(CCCC(=O)OC(C)(C)C)c2ccccc2)cc1N
3-amino-4-methylaminobenzoic acid-N-phenyl-N-(3-tert-butyloxycarbonylpropyl)amide

Reagenzien

Keine

Lösungsmittel

CO.ClCCl
dichloromethane methanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Prepared analogously to Example 25c from N-(4-cyanophenyl)glycine and 3-amino-4-methylaminobenzoic acid-N-phenyl-N-(3-tert-butyloxycarbonylpropyl)amide. Yield: 65% of theory; Rf value: 0.17 (silica gel; dichloromethane/methanol=19:1).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06710055B2uspto-grants-2004_03