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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390828Generated: November 1, 2026

Sodium Carbonate → HCID 67070084, compound

https://huagongshe.com/reaction/2390828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,3-dibromo-5-tert-butylbenzeneHCID 2761170—
Reactant(2-Methoxypyridin-3-yl)boronic acidHCID 2762709—
CatalystHCID 178418397HCID 178418397—
SolventDichloromethane methanolHCID 21226129—
ProductHCID 67070084HCID 6707008458%

Reaction Steps

step 1—A sealed tube containing 3,5-dibromo-tert-butylbenzene (1.00 g, 3.425 mmol, CASRN 129316-09-2), 37 (522 mg, 3.413 mmol), Pd(PPh3)4 (194 mg, 0.168 mmol) and Na2CO3 (942 mg, 8.888 mmol) and a mixture of MeOH/DCM (8/2 10 mL) was irradiated in a microwave synthesizer at 100° C. for 10 min. The organic volatiles were removed under reduced pressure. The residue was partitioned between EtOAc and water. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified by SiO2 chromatography eluting with a EtOAc/hexane gradient (0 to 2% EtOAc) to afford 0.633 g (58%) of 3-(3-bromo-5-tert-butyl-phenyl)-2-methoxy-pyridine (122) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273773B2
Source datasetuspto-grants-2012_09
ORD IDord-125c74f39ca144e7826d36dcd7a20298
Source noteuspto-grants-2012_09