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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1445793Generated: November 1, 2026

Sodium Carbonate → (+/-)-3-{4-[4-(2-Methyl-piperidin-1-ylmethyl)-oxazol-2-yl]-phenyl}-pyridine

https://huagongshe.com/reaction/1445793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantHCID 11508283HCID 11508283—
Solvent1,4-DioxaneHCID 31275—
Product(+/-)-3-{4-[4-(2-Methyl-piperidin-1-ylmethyl)-oxazol-2-yl]-phenyl}-pyridineHCID 11537304—

Reaction Steps

1-[2-(4-Bromo-phenyl)-oxazol-4-ylmethyl]-2-methyl-piperidine (See Example 21) (1.0 mmol; N96-A03858-154), 3-pyridyl boronic acid (1.2 mmol), tetrakis-(triphenylphosphine)palladium (0.044 mmol), 2M aqueous sodium carbonate (3 mmol) and dioxane (0.1M) is placed in a microwave reactor vessel with a stirbar. Run the reaction in a CEM microwave reactor at 90° C. with 30 W power and cooling for 30 minutes. After this time, perform an aqueous workup and purify via radial chromatography eluting with 2M ammonia in methanol and dichloromethane to provide the titled compound. MS (m/e): 334.2 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666871B2
Source datasetuspto-grants-2010_02
ORD IDord-7c9e3552d7144e4e8dbc6595ff67d43a
Source noteuspto-grants-2010_02