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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246Generated: October 23, 2026

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

https://huagongshe.com/en/reaction/246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
Reactant6-Bromo-3,4-dihydro-2H-isoquinolin-1-oneHCID 21865450—
ReagentSodium MethoxideHCID 10942334—
Catalyst1,2-Bis(diphenylphosphino)ethaneHCID 74267—
CatalystPalladium (II) acetateHCID 4144353—
SolventTolueneHCID 1140—
Product6-benzylamino-3,4-dihydro-2H-isoquinolin-1-oneHCID 672239150%

Reaction Conditions

Temperature110 °C

Reaction Steps

In a small MW* sealed test tube was 6-bromo-3,4-dihydroisoquinolin-1(2H)-one (50 mg, 0.22 mmol), phenylmethanamine (24.16 µl, 0.22 mmol), palladium(II) acetate (2.483 mg, 0.01 mmol), Ethylenebis(diphenylphosphine) (8.81 mg, 0.02 mmol) and sodium methoxide (13.14 mg, 0.24 mmol) in toluene (2188 µl) combined to give a orange suspension. Heated reaction to 100°C overnight. Took LCMS - No reaction, only see unreacted SM. Discarded reaction.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-08bf18171af14ad9bb3d94faf7cd7b73
Source note750 AstraZeneca ELN dataset