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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2252729Erstellt: 26. Oktober 2026

Citric Acid → Ethanesulfonic acid [6-[2-(5-bromo-pyrimidin-2-yloxy)-ethoxy]-5-(2-methoxy-phenoxy)-[2,2']bipyrimidinyl-4-yl]-amide

https://huagongshe.com/reaction/2252729

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCitric AcidHCID 311—
EduktSodium hydrideHCID 24758—
Edukt5-Bromo-2-chloropyrimidineHCID 606665—
EduktEthanesulfonic acid [6-(2-hydroxy-ethoxy)-5-(2-methoxy-phenoxy)-[2,2]bipyrimidinyl-4-yl]-amideHCID 59645268—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktEthanesulfonic acid [6-[2-(5-bromo-pyrimidin-2-yloxy)-ethoxy]-5-(2-methoxy-phenoxy)-[2,2']bipyrimidinyl-4-yl]-amideHCID 1024009344,9%

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

Ethanesulfonic acid [6-(2-hydroxy-ethoxy)-5-(2-methoxy-phenoxy)-[2,2]bipyrimidinyl-4-yl]-amide (89 mg) was dissolved in THF (10 ml). Sodium hydride (60 mg) and 2-chloro-5-bromo-pyrimidine (100 mg) were added and the mixture was heated to 75° C. for 48 h, then poured onto water, acidified with solid citric acid and the precipitate was filtered off. The crude material was purified by crystallization from methanol to give ethanesulfonic acid [6-[2-(5-bromo-pyrimidin-2-yloxy)-ethoxy]-5-(2-methoxy-phenoxy)-[2,2′]bipyrimidinyl-4-yl]-amide (54 mg) as a white powder. LC-MS: tR: 4.23, [M+H]+: 605.90.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07323465B2
Quelldatensatzuspto-grants-2008_01
ORD IDord-a89081a8a3864250a685fe7912b922a2
Quellennotizuspto-grants-2008_01