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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2402374Generated: October 31, 2026

Water → HCID 86680797, compound

https://huagongshe.com/reaction/2402374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Amino-4-MethoxypyridineHCID 10898715—
Reactant2,6-Dibromo-4-methylpyridineHCID 11288174—
ReactantSodium t-butoxideHCID 23676156—
CatalystHCID 178454861HCID 178454861—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86680797HCID 8668079750%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-methoxypyridin-2-amine (620 mg, 5 mmol) and 2,6-dibromo-4-methylpyridine (1123 mg, 5.25 mmol) in dioxane (18 mL) was added 1,1′-bis(di-tertbutylphosphino)ferrocene palladium dichloride (280 mg, 0.5 mmol) and sodium tert-butoxide (437 mg, 5.25 mmol). Then the mixture stirred under microwave irradiation for 1.5 hours at 80° C. Then the mixture was poured into water (50 mL), and extracted with EtOAc (100 mL). The organic layer was washed with water (50 mL) and brine (50 mL), dried and concentrated. The residue purified by silica gel chromatography using a solvent system of 75% petroleum ether/EtOAc. The product containing fractions were collected and concentrated to give 6-bromo-N-(4-methoxypyridin-2-yl)-4-methylpyridin-2-amine (627 mg, 50%). MS ESI calcd for C12H12BrN3O [M+H]+ 294, found 294.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796310B2
Source datasetuspto-grants-2014_08
ORD IDord-5dec5d1a01694c98af1423ab20711dbd
Source noteuspto-grants-2014_08