1-Bromo-4-fluorobenzene → 4-(4-Fluorophenyl)piperazin-2-one
Reaction equation
Fc1ccc(Br)cc1.O=C1CNCCN1>CC(=O)O.CC(=O)O.CC(C)(C)[O-].CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.Cc1ccccc1.[Na+].[Pd]>O=C1CN(c2ccc(F)cc2)CCN1Participants
7
Conditions
- Temperature
- 150 °C
Procedure
diacetoxypalladium (11.21 mg, 0.05 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (28.9 mg, 0.05 mmol) were dissolved in toluene (0.5 mL) under nitrogen. Stirred at 50C for 30min. sodium 2-methylpropan-2-olate (96 mg, 1.00 mmol) and piperazin-2-one (50 mg, 0.50 mmol) were added to a second microwave vial and inerted with nitrogen. 1-bromo-4-fluorobenzene (0.055 mL, 0.50 mmol) and toluene (0.500 mL) were added. The catalyst solution wad added to the reaction mixture and the resulting solution was stirred at 100C for 1h in the microwave. No reaction. Then 150C for 1h, still no reaction. The reaction was discarded.
Sources & evidence
- ORD record
- ord-cc7dfeae12f6444baf8a8a863fd60e2b
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
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