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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500211Generated: November 4, 2026

2-Chloro-5-nitropyridine → HCID 86690160, compound

https://huagongshe.com/reaction/1500211

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-5-nitropyridineHCID 78308—
Reactant{3-Formyl-5-methyl-2-[(propan-2-yl)oxy]phenyl}boronic acidHCID 16217234—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86690160HCID 8669016092.7%

Reaction Steps

2-Chloro-5-nitropyridine (0.28 g, 1.76 mmol), 3-formyl-2-isopropoxy-5-methylphenylboronic acid (0.78 g, 3.52 mmol) and bis(di-tert-butyl(4-dimethylaminophenylphosphine)dichloropalladium(II) (0.012 g, 0.02 mmol) were added to 1,2-dimethoxyethan (9 ml), degassed and purged with nitrogen three times under reduced pressure. Under nitrogen atmosphere the mixture was stirred at room temperature for 30 minutes, 1M aqueous sodium carbonate (9 ml) was poured in, and the temperature was raised to 80° C. After the reaction at 80° C. for 23 hours, the mixture was cooled to room temperature and crystallized with addition of water. The crystallized crystals were filtered to give the title compound (0.49 g, 92.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206129B2
Source datasetuspto-grants-2015_12
ORD IDord-517098175ffe4cf0a9a2aea279455c8a
Source noteuspto-grants-2015_12