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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1033353Erstellt: 25. Oktober 2026

3,5-Dichlorobenzoic acid → (2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-N-(2-phenylethyl)-N-trifluoroacetyl-4-piperidinamine

https://huagongshe.com/reaction/1033353

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3,5-Dichlorobenzoic acidHCID 5811—
EduktTriethylamineHCID 8471—
EduktThionyl ChlorideHCID 24386—
Edukt(2R*,4S*)-2-Benzyl-N-(2-phenylethyl)-N-trifluoroacetyl-4-piperidinamineHCID 22863105—
Produkt(2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-N-(2-phenylethyl)-N-trifluoroacetyl-4-piperidinamineHCID 5709476660,4%

Reaktionsschritte

189 mg (0.992 mmol) of 3,5-dichlorobenzoic acid are reacted in analogy to Example 2a first with 0.108 ml (1.49 mmol) of thionyl chloride and subsequently with 155 mg (0.397 mmol) of (2R*,4S*)-2-benzyl-N-(2-phenylethyl)-N-trifluoroacetyl-4-piperidinamine and 166 μl (1.19 mmol) of triethylamine to give the title compound (135 mg, 60%). TLC: methylene chloride/methanol/conc. ammonia (1000:50:1) Rf =0.70, FD-MS: M+ =562, 564.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05310743
Quelldatensatzuspto-grants-1994_05
ORD IDord-8af85ce57a8a4e1ea5614c923e0e2473
Quellennotizuspto-grants-1994_05