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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 133557Erstellt: 26. Oktober 2026

Triethylamine → (R)-1-(4-chlorobenzyl)-3-[[N-(4-dimethylaminobenzoyl)glycyl]amino]pyrrolidine

https://huagongshe.com/reaction/133557

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt4-(Dimethylamino)benzoic acidHCID 12092—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt(R)-1-(4-chlorobenzyl)-3-(glycylamino)pyrrolidineHCID 54551710—
LösungsmittelChloroformHCID 6212—
Produkt(R)-1-(4-chlorobenzyl)-3-[[N-(4-dimethylaminobenzoyl)glycyl]amino]pyrrolidineHCID 69215736—

Reaktionsschritte

Triethylamine (0.021 mL, 0.15 mmol), 4-(dimethylamino)benzoic acid (10 mg, 0.061 mmol), EDCI (10.2 mg, 0.053 mmol) and HOBt (7.5 mg, 0.055 mmol) were added to a chloroform (2 mL) solution of (R)-1-(4-chlorobenzyl)-3-(glycylamino)pyrrolidine (13.8 mg, 0.052 mmol). The resulting reaction mixture was stirred at room temperature for 15 hours. The solution was washed with a 2 M aqueous solution of NaOH (2 mL×2) and brine (2 mL), filtered through a PTFE membrane by using dichloromethane (3 mL), dried and concentrated to thereby afford (R)-1-(4-chlorobenzyl)-3-[[N-(4-dimethylaminobenzoyl)glycyl]amino]pyrrolidine (Compd. No. 952) (24.9 mg). The purity was determined by RPLC/MS (91%). ESI/MS m/e 415.0 (M++H, C22H27ClN4O2).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07390830B1
Quelldatensatzuspto-grants-2008_06
ORD IDord-b671aa3acbe34aa1971abf0b5014f2ec
Quellennotizuspto-grants-2008_06