4-Bromo-2-nitroanisole → 1-(7-(4-Methoxy-3-nitrophenyl)-9-oxa-3,7-diazabicyclo[3.3.1]nonan-3-yl)ethanone

HRID 86

Reaction equation

HRID 86 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

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

Linked notes

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