1-Bromo-4-fluorobenzene → 4-(4-Fluorophenyl)piperazin-2-one

HRID 342

Reaction equation

HRID 342 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)CCN1

Participants

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 (0.110 mL, 1.00 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. Heated to 150C for 1h, still no reaction, the reaction was discarded.

Sources & evidence

ORD record
ord-1f028ee237f04c2e9096e33f82aadddf
Source dataset
750 AstraZeneca ELN dataset
Original link
View source

Linked notes

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