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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 916361Erstellt: 26. Oktober 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → [1-(4-Cyanonaphthalen-1-yl)piperidin-3-ylmethyl]carbamic acid tert-butyl ester

https://huagongshe.com/reaction/916361

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt1-Cyano-4-fluoronaphthaleneHCID 2736734—
Edukttert-butyl N-[(piperidin-3-yl)methyl]carbamateHCID 2756030—
LösungsmittelPyridineHCID 1049—
Produkt[1-(4-Cyanonaphthalen-1-yl)piperidin-3-ylmethyl]carbamic acid tert-butyl esterHCID 6922403771,1%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

1-Cyano-4-fluoronaphthalene (273 mg, 1.60 mmol), tert-butyl (piperidin-3-ylmethyl)carbamate (411 mg, 1.92 mmol) and DBU (25 μl, 0.16 mmol) were dissolved in pyridine (4 mL) and stirred at 60° C. for 4 days. The reaction was worked up in the same way as for 198RL60 followed by purification using silica gel column chromatography eluted with a stepwise gradient of 0-70% ethyl acetate in n-heptane, giving the desired compound (416 mg, 71%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07268232B2
Quelldatensatzuspto-grants-2007_09
ORD IDord-b200cc29be814ade8c3414993330c44d
Quellennotizuspto-grants-2007_09