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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 82946Erstellt: 23. Oktober 2026

1,10-Phenanthroline → HCID 68338089, Verbindung

https://huagongshe.com/de/reaction/82946

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,10-PhenanthrolineHCID 1318—
EduktCesium carbonateHCID 10796—
Edukttert-Butyl (2R)-2-{[(2-bromophenyl)amino]carbonyl}pyrrolidine-1-carboxylateHCID 68338101—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktHCID 68338089HCID 6833808958%

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

In a 25 mL flask, tert-butyl (2R)-2-{[(2-bromophenyl)amino]carbonyl}pyrrolidine-1-carboxylate (194 mg, 0.53 mmol; which may be prepared as described in Step 1) was dissolved in DME (4 mL) under nitrogen at room temperature. CuI (6 mg, 0.03 mmol), Cs2CO3 (261 mg, 0.80 mmol) and 1,10-phenanthroline (26 mg, 0.14 mmol) were added then the reaction mixture was heated at 85° C. for 24 h. The mixture was cooled to room temperature and concentrated to dryness. The residue was dissolved in dichloromethane and filtered on Celite to eliminate the cupper residue. The filtrate was concentrated and the residue purified on preparative TLC (Pentane/EtOAc, 85/15 to 50/50) to give the title compound (88 mg, 58%) as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846711B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-66350c97b8a943dca51859ef6d5544af
Quellennotizuspto-grants-2014_09