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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1910003Erstellt: 26. Oktober 2026

Triphenylphosphine → 1,1-dimethylethyl 4-(5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-1-piperidinecarboxylate

https://huagongshe.com/reaction/1910003

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
EduktDiethyl azodicarboxylateHCID 5462977—
EduktHCID 178478408HCID 178478408—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1,1-dimethylethyl 4-(5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-1-piperidinecarboxylateHCID 5805789086,2%

Reaktionsschritte

To a solution of 5-bromo-4-chloro-1H-pyrrolo[2,3-d]pyrimidine (214 mg, 0.921 mmol), 1,1-dimethylethyl 4-hydroxy-1-piperidinecarboxylate (556 mg, 2.76 mmol) and triphenylphosphine (483 mg, 1.841 mmol) in Tetrahydrofuran (THF) (10 mL) was added by drop wise DEAD (0.291 mL, 1.841 mmol). The solution was let stir at room temp. After 2 hr the reaction was concentrated and purified by silica gel chromatography to afford 1,1-dimethylethyl 4-(5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-1-piperidinecarboxylate (330 mg, 86% yield) as a white solid

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08598156B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-52c7bacafd3440db8edef2af04291fd4
Quellennotizuspto-grants-2013_12