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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 247Erstellt: 23. Oktober 2026

Benzylamine → 6-benzylamino-3,4-dihydro-2H-isoquinolin-1-one

https://huagongshe.com/de/reaction/247

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzylamineHCID 7504—
Edukt6-Bromo-3,4-dihydro-2H-isoquinolin-1-oneHCID 21865450—
ReagenzPotassium tert-butoxideHCID 23665647—
KatalysatorBinap, (A+-)-HCID 634876—
KatalysatorPalladium (II) acetateHCID 4144353—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-benzylamino-3,4-dihydro-2H-isoquinolin-1-oneHCID 672239150%

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

**Repeat 02915-84 but use MW* only. Reduce benzylamine from 4 to 2 eqs.** In a 10 mL sealed MW* test tube was 6-bromo-3,4-dihydroisoquinolin-1(2H)-one (100 mg, 0.44 mmol), phenylmethanamine (97 µl, 0.88 mmol), BINAP (13.77 mg, 0.02 mmol) and palladium(II) acetate (4.97 mg, 0.02 mmol) in DMF (500 mL) combined to give a tan suspension. potassium tert-butoxide (49.6 mg, 0.44 mmol) was then added last. Placed test tube onto Smith MW* platform. Heated reaction to 130°C for 15 minutes. Reaction know a cloudy pale amber. Took LCMS - there is NO product present, ALL SM!!! Placed sealed test tube in heated (130°C) oil bath over weekend. Took LCMS - all SM is consumed but NO desired product is seen!!! Discarded reaction.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-77ff9a88bff94b57b6f8498de8922bdf
Quellennotiz750 AstraZeneca ELN dataset