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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58696Erstellt: 23. Oktober 2026

2-(2-Aminoethyl)-5-methoxyindole → 5-(3-fluorobenzyl)-N-(2-(6-methoxy-1H-indol-3-yl)ethyl)isoxazole-3-carboxamide

https://huagongshe.com/de/reaction/58696

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-(2-Aminoethyl)-5-methoxyindoleHCID 17654—
EduktDiisopropylethylamineHCID 81531—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Edukt5-(3-Fluorobenzyl)isoxazole-3-carboxylic acidHCID 66832107—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-(3-fluorobenzyl)-N-(2-(6-methoxy-1H-indol-3-yl)ethyl)isoxazole-3-carboxamideHCID 6683209038%

Reaktionsschritte

A solution of the 5-(3-fluorobenzyl)isoxazole-3-carboxylic acid (0.057 g; 0.257 mmol), 2-(6-methoxy-1H-indol-3-yl)ethanamine (0.054 g; 0.284 mmol), HATU (0.108 g; 0.284 mmol) and N,N-diisopropylethylamine (0.112 mL; 0.649 mmol) in DMF (3 mL), was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and sodium hydrogen sulfate, the organic layer was washed with sodium carbonate, brine, dried and concentrated under reduced pressure. The crude mixture was purified by flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.035 g (38%) of the title compound as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434722B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-de9f2b2e214b4f748ffb4c945caae68a
Quellennotizuspto-grants-2016_09