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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 552176Erstellt: 24. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(6-chloro-7-methoxy-9H-beta-carbolin-8-yl)-2-methylnicotinamide

https://huagongshe.com/de/reaction/552176

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt2-Methylnicotinic acidHCID 643373—
Edukt6-Chloro-7-methoxy-9h-pyrido[3,4-b]indol-8-amineHCID 21362743—
LösungsmittelPyridineHCID 1049—
ProduktN-(6-chloro-7-methoxy-9H-beta-carbolin-8-yl)-2-methylnicotinamideHCID 992912750%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

6-chloro-7-methoxy-9H-β-carbolin-8-ylamine (100 mg, 0.4 mmol), EDCI (125 mg, 0.64 mmol) and 2-methyl nicotinic acid (66 mg, 0.48 mmol) were taken in a round-bottom flask and suspended in pyridine (2 ml). The resulting mixture was heated at 80° C. overnight. The pyridine was then removed by rotary evaporation and 5% Na2CO3 solution was added. The resulting solid that precipitated out was collected by filtration. Chromatographic purification gave the desired product in 50-70% yield. 1H-NMR (300 MHz, DMSO-d6): δ 2.71 (s, 3H), 3.89 (s, 3H), 7.45 (dd, 1H), 8.15 (d, 1H), 8.21 (d, 1H), 8.38 (d, 1H), 8.45 (s, 1H), 8.61 (d, 1H), 8.92 (s, 1H), 10.33 (s, 1H), 11.57 (s, 1H). Retention Time (LC, method: ammonium acetate standard): 1.77 min. MS (M+H+): 367.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07951801B2
Quelldatensatzuspto-grants-2011_05
ORD IDord-7287754938b64a47b829d8bb1ae7424c
Quellennotizuspto-grants-2011_05