Ammonia → (2R,4S)-2-Benzyl-1-(4-chlorophenylacetyl)-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	(4-Chlorophenyl)acetic acid	HCID 15880	—
Reactant	Thionyl Chloride	HCID 24386	—
Reactant	(2R,4S)-2-Benzyl-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine	HCID 57202094	—
Solvent	Dichloromethane methanol	HCID 21226129	—
Product	(2R,4S)-2-Benzyl-1-(4-chlorophenylacetyl)-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine	HCID 57287847	—

Reaction Steps

96 mg (0.56 mmol) of 4-chlorophenylacetic acid are reacted in analogy to Example 2j first with 58 μl (0.795 mmol) of thionyl chloride and subsequently with 200 mg (0.468 mmol) of (2R*,4S*)-2-benzyl-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine to give the product. TLC: methylene chloride/methanol/conc. ammonia (700:50:1) Rf =0.39, FD-MS: M+ =580.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05310743
Source dataset	uspto-grants-1994_05
ORD ID	ord-af8a9c051c85434c93917b83e5abe0a1
Source note	uspto-grants-1994_05