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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481Generated: October 23, 2026

Aniline → Methyl 3-anilino-5-bromobenzoate

https://huagongshe.com/en/reaction/481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantMethyl 3,5-DibromobenzoateHCID 621923—
ReagentCesium carbonateHCID 10796—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystPalladium (II) acetateHCID 4144353—
SolventTolueneHCID 1140—
ProductMethyl 3-anilino-5-bromobenzoateHCID 575292960%

Reaction Conditions

Temperature110 °C

Reaction Steps

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.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-c6d710180f5249588ab02dc546a2ae67
Source note750 AstraZeneca ELN dataset