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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 619141Erstellt: 26. Oktober 2026

Chloroform → 1-cyclopentyl-6-(2-ethoxyphenyl)-3-ethyl-2H-pyrazolo[3,4-d]pyrimidin-4-one

https://huagongshe.com/reaction/619141

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroformHCID 6212—
EduktPotassium CarbonateHCID 11430—
EduktBenzaldehyde, 2-ethoxy-HCID 11950—
Edukt5-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamideHCID 22449352—
KatalysatorMethanesulfonic AcidHCID 6395—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-cyclopentyl-6-(2-ethoxyphenyl)-3-ethyl-2H-pyrazolo[3,4-d]pyrimidin-4-oneHCID 17846616845%

Reaktionsschritte

A mixture of 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (2.0 g, 9 mmol), o-ethoxybenzaldehyde (2.7 g, 18 mmol), methanesulfonic acid (5 drops), and xylenes (50 ml) was refluxed for 48 hours. The reaction mixture was stripped to dryness, and treated with 10% K2CO3 and CHCl3 (100 ml). The layers were separated and the aqueous layer was extracted with chloroform (2×100 ml). The organic layers were combined, and concentrated in vacuo. The dark oil thus obtained was dissolved in CH2Cl2 (30 ml) and combined with silica gel (30 g). The preloaded silica gel was placed on a silica gel column and eluted with Et2O/hexanes (20/80) to Et2O (100%) to afford 1.41 g (45%) of 1-cyclopentyl-3-ethyl-6-(2-ethoxyphenyl)-pyrazolo[3,4-d]pyrimidin-4-one, m.p. 146-147° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05958929
Quelldatensatzuspto-grants-1999_09
ORD IDord-897d4a8b33a743f893080ddd243b84a0
Quellennotizuspto-grants-1999_09