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

HRID 341

Reaction equation

HRID 341 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 (0.055 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

Linked notes

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