Triethylamine → (RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-(2-methoxycarbonylethyl)phenyl)-4-phenylbutanamide

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	2-Chloro-1-methylpyridinium iodide	HCID 167069	—
Reactant	Methyl 2-(4-aminophenyl)propanoate hydrochloride	HCID 15580485	—
Reactant	(RS)-2-(4-chlorobenzenesulfonylamino)-4-phenylbutanoic acid	HCID 19032798	—
Solvent	Chloroform	HCID 6212	—
Product	(RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-(2-methoxycarbonylethyl)phenyl)-4-phenylbutanamide	HCID 19032887	—

Reaction Steps

The procedure described in Example 177 was repeated, except that (RS)-2-(4-chlorobenzenesulfonylamino)-4-phenylbutanoic acid (270.3 mg) and methyl 4-aminophenylpropionate hydrochloride (167.8 mg) were condensed in chloroform (10 ml) in the presence of triethylamine (360 μl) and 1-methyl-2-chloropyridinium iodide (243.2 mg), and then the resulting crude product was purified by column chromatography (silica gel 50 g, hexane/ethyl acetate=2/1) to obtain (RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-(2-methoxycarbonylethyl)phenyl)-4-phenylbutanamide (43.2 mg) as a colorless oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05650428
Source dataset	uspto-grants-1997_07
ORD ID	ord-0dc2491af4a644f9a33e064d169ee001
Source note	uspto-grants-1997_07