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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602533Generated: October 31, 2026

Toluene → HCID 58269937, compound

https://huagongshe.com/reaction/602533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 5326085HCID 5326085—
ReactantHCID 58269955HCID 58269955—
CatalystHCID 178418397HCID 178418397—
ProductHCID 58269937HCID 58269937—

Reaction Conditions

Temperature86 °C

Reaction Steps

A mixture of 5-bromo-7-chloro-3,4-dimethyl-1H-pyrrolo[2,3-c]pyridine (610 mg, 2.34 mmol), diethylphenyl boronic acid (500 mg, 2.81 mmol), Pd(PPh3)4 (140 mg, 0.12 mmol) and Na2CO3 (2M, 5 mL) in toluene (30 mL) is degassed, and stirred at 86° C. overnight. The mixture is diluted with EtOAc and washed with water and brine. The organic layer is dried over MgSO4 and concentrated under reduced pressure. Chromatography of the residue on silica gel (Hexane/EtOAc, 4:1) gives the titled compound. 1H NMR: (CDCl3) 9.10 (1H, br), 7.27 (1H, t, J=8.0 Hz), 7.14 (2H, d, J=8.0 Hz), 7.00 (1H, s), 2.46 (3H, s), 2.32 (3H, s), 2.27 (4H, q, J=7.5 Hz), 1.01 (6 H, t, J=7.5 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906528B2
Source datasetuspto-grants-2011_03
ORD IDord-33e65d7abed641a3995af61fec05a77c
Source noteuspto-grants-2011_03