4-Bromo-2-nitroanisole → 1-(7-(4-Methoxy-3-nitrophenyl)-9-oxa-3,7-diazabicyclo[3.3.1]nonan-3-yl)ethanone
Reaction equation
CC(=O)N1CC2CNCC(C1)O2.COc1ccc(Br)cc1[N+](=O)[O-]>CC(=O)O.CC(=O)O.COCCOC.O=P([O-])([O-])[O-].[K+].[K+].[K+].[Pd].c1ccc(-c2ccccc2P(C2CCCCC2)C2CCCCC2)cc1>COc1ccc(N2CC3CN(C(C)=O)CC(C2)O3)cc1[N+](=O)[O-]Participants
7
Reactant 2
Product 1
Reagents, catalysts & solvents 4
Conditions
- Temperature
- 80 °C
Procedure
1-(9-oxa-3,7-diazabicyclo[3.3.1]nonan-3-yl)ethanone (36.3 mg, 0.21 mmol), 4-bromo-1-methoxy-2-nitrobenzene (45 mg, 0.19 mmol), diacetoxypalladium (4.35 mg, 0.02 mmol), biphenyl-2-yldicyclohexylphosphine (10.88 mg, 0.03 mmol) and potassium phosphate (61.8 mg, 0.29 mmol) in DME (0.5 mL) were degassed with nitrogen and stirred at 80 °C overnight => _no product formed, degradation_ **_ABANDONED_**
Sources & evidence
- ORD record
- ord-e6979ae841a4470289e0e5d2e2b42616
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
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