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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 3228Erstellt: 23. Oktober 2026

Sodium hydride → 2-amino-8-(3-bromobenzyl)-6-(2,6-dichlorophenyl)-8H-pyrido[2,3-d]pyrimidin-7-one

https://huagongshe.com/de/reaction/3228

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt3-Bromobenzyl bromideHCID 69979—
Edukt2-Amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7-olHCID 10494915—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-amino-8-(3-bromobenzyl)-6-(2,6-dichlorophenyl)-8H-pyrido[2,3-d]pyrimidin-7-oneHCID 1152578858%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

To a suspension of NaH (60% in mineral oil, 38 mg) in 8 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one (200 mg, 0.65 mmol). The mixture was heated at 50° C. for 20 minutes resulting in a clear solution. The heating mantle was removed, and 3-bromobenzyl bromide (240 μL, 0.96 mmol) was added. After 10 minutes, the reaction mixture was poured onto 30 mL of ice water. The resulting precipitate was removed by filtration and washed with water. The solid was purified by flash chromatography, eluting with 1:1 hexane:ethyl acetate, then dried in vacuo to provide 178 mg (58%) of 2-amino-8-(3-bromobenzyl)-6-(2,6-dichlorophenyl)-8H-pyrido[2,3-d]pyrimidin-7-one; mp softens at 195° C., melts at 215° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05733914
Quelldatensatzuspto-grants-1998_03
ORD IDord-d37a984a916b40a38246819bac9f0f12
Quellennotizuspto-grants-1998_03