Aniline → Methyl 3-anilino-5-bromobenzoate

HRID 481

Reaction equation

HRID 481 reaction equation
COC(=O)c1cc(Br)cc(Br)c1.Nc1ccccc1>CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.Cc1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>COC(=O)c1cc(Br)cc(Nc2ccccc2)c1

Participants

7

Conditions

Temperature
110 °C

Procedure

aniline (0.380 g, 4.08 mmol), methyl 3,5-dibromobenzoate (1.000 g, 3.40 mmol), Pd(OAc)2 (0.076 g, 0.34 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.295 g, 0.51 mmol) and CESIUM CARBONATE (1.663 g, 5.10 mmol) were stirred in toluene (10 mL) and degassed with nitrogen for 15 minutes. The mixture was then heated at 110 °C under nitrogen for 24 hours. No evidence of any significant amount of product (ester or acid) therfore abandaned.

Sources & evidence

ORD record
ord-c6d710180f5249588ab02dc546a2ae67
Source dataset
750 AstraZeneca ELN dataset
Original link
View source

Linked notes

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