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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472030Generated: October 30, 2026

Potassium Carbonate → HCID 58269955, compound

https://huagongshe.com/reaction/472030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 58269933HCID 58269933—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 58269955HCID 5826995583.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of allyl-(4,6-dibromo-2-chloro-5-methyl-pyridin-3-yl)-amine (5.0 g, 14.7 mmol), Pd(OAc)2 (0.33 g, 1.47 mmol), tetrabutylammonium bromide (5.2 g, 16.2 mmol), K2CO3 (6.1 g, 44 mmol) in DMF (50 mL) is degassed, then stirred at 80° C. overnight. The mixture is diluted with EtOAc and washed with water and brine, dried over MgSO4 and concentrated. Chromatography of the residue on silica gel (Hexane/EtOAc, 4:1) gives 3.2 g of 5-bromo-7-chloro-3,4-dimethyl-1H-pyrrolo[2,3-c]pyridine. 1H NMR: (CDCl3) 8.32 (1H, br), 7.14 (1H, q, J=1.1 Hz), 2.70 (3H, s), 2.46 (3H, d, J=1.1 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633193B2
Source datasetuspto-grants-2014_01
ORD IDord-0c904d94814d4d109de8e06731075c0b
Source noteuspto-grants-2014_01