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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 489243Erstellt: 24. Oktober 2026

Ethyl bromoacetate → [(5S*,9R*)-9-(4-Cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-yl]-acetic acid ethyl ester

https://huagongshe.com/de/reaction/489243

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl bromoacetateHCID 7748—
EduktPotassium CarbonateHCID 11430—
Edukt4-[(5S,9R)-3-(3,5-Dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-9-yl]-benzonitrileHCID 11994754—
LösungsmittelTolueneHCID 1140—
Produkt[(5S*,9R*)-9-(4-Cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-yl]-acetic acid ethyl esterHCID 6005471939,2%

Reaktionsschritte

A mixture of Example 15 (100 mg, 0.24 mmol), ethyl bromo acetate (29 μl, 0.26 mmol) and K2CO3 (36.6 mg, 0.26 mmol) in toluene (2 ml) was heated to 100° C. for 5 h. After cooling to room temperature, the precipitate (unreacted starting material) was removed by filtration. The filtrate was concentrated and purified by chromatography over silica gel (eluent: DCM then acetone) to yield the above-titled compound as an oil (47.2 mg). 1H NMR (CDCl3): 7.63 (2H, d, J=8.3 Hz), 7.25-7.30 (3H, m), 6.68 (2H, d, J=1.5Hz), 4.23 (2H, q, J=7.1 Hz), 3.89 (1H, dd, J1=11.7 Hz, J2=6.3 Hz), 3.55-3.65 (2H, m), 3.3-3.5 (3H, m), 3.26 (3H, s), 3.05 (1H, d, J=10.8 Hz), 1.31 (3H, t, J=7.1 Hz).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06977267B2
Quelldatensatzuspto-grants-2005_12
ORD IDord-2c92a1e14eaf43bba516256cb35c60b5
Quellennotizuspto-grants-2005_12