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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1250853Erstellt: 25. Oktober 2026

Sodium hydride → 5-Cyclopentyloxy-1-(3,5-dichloropyridin-4-ylmethyl)-6-methoxy-phthalazine

https://huagongshe.com/reaction/1250853

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt3,5-Dichloro-4-methylpyridineHCID 10953827—
Edukt1-Chloro-5-cyclopentyloxy-6-methoxy-phthalazineHCID 11821961—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Cyclopentyloxy-1-(3,5-dichloropyridin-4-ylmethyl)-6-methoxy-phthalazineHCID 986591657,1%

Reaktionsschritte

Under stirring, 55% sodium hydride (3.73 g, 85.56 mmoles) was added to a solution, under nitrogen, of 3,5-dichloro-4-methyl-pyridine (13.86 g, 85.56 mmoles) in anhydrous DMF (100 ml). The mixture was kept under stirring for 1 hour then added with a solution of 1-chloro-5-cyclopentyloxy-6-methoxy-phthalazine (7.95 g, 28.52 mmoles), obtained as described in example 7, in anhydrous dimethylformamide (70 ml). After resting overnight, the mixture was quenched with water, diluted with water and extracted with ethyl acetate. The extract was washed with water and dried on sodium sulphate, then evaporated to dryness. The residue was flash chromatographed (eluent petrolatum/ethyl acetate 1:1) to give 6.58 g of the title compound (yield: 57%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06340684B1
Quelldatensatzuspto-grants-2002_01
ORD IDord-00569ee8d4b944d9b7cff0b9d89c3f73
Quellennotizuspto-grants-2002_01