Benzylamine → 6-benzylamino-3,4-dihydro-2H-isoquinolin-1-one
Reaction equation
NCc1ccccc1.O=C1NCCc2cc(Br)ccc21>CC(=O)O.CC(=O)O.C[O-].Cc1ccccc1.[Na+].[Pd].c1ccc(P(CCP(c2ccccc2)c2ccccc2)c2ccccc2)cc1>O=C1NCCc2cc(NCc3ccccc3)ccc21Participants
7
Reactant 2
Product 1
Reagents, catalysts & solvents 4
Conditions
- Temperature
- 110 °C
Procedure
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.
Sources & evidence
- ORD record
- ord-08bf18171af14ad9bb3d94faf7cd7b73
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
Loading…