Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 32918Erstellt: 24. Oktober 2026

Dimethylformamide → 1-(2-Trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylic acid (2-piperidin-1-yl-phenyl)-amide

https://huagongshe.com/de/reaction/32918

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt2-(Piperidin-1-yl)anilineHCID 458795—
Edukt1-(2-Trimethylsilanyl-ethoxymethyl)-1h-imidazole-4-carboxylate sodium saltHCID 68682339—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-(2-Trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylic acid (2-piperidin-1-yl-phenyl)-amideHCID 5979465199,9%

Reaktionsschritte

A flask was charged with 1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylate sodium salt (70 mg, 0.26 mmol) (as prepared in the previous step), 2-piperidin-1-yl-phenylamine (36 mg, 0.20 mmol), EDCI (60 g, 0.31 mmol), DMAP (25 mg, 0.20 mmol), and DMF (1 mL) and stirred for 3 h at RT. The reaction was diluted with EtOAc (10 mL) and washed with brine (2×10 mL), and the organic layer was dried over Na2SO4 and then concentrated. The title compound was eluted from a 5-g SPE cartridge (silica) with 30% EtOAc/hexane to give 80 mg (97%) of a white solid. Mass spectrum (ESI, m/z): Calcd. for C21H32N4O2Si, 401.2 (M+H), found 401.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07427683B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-ff6beeb2e0844a1bb1d7837d454fcc2e
Quellennotizuspto-grants-2008_09