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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1175150Generated: November 1, 2026

Sodium Carbonate → HCID 52937043, compound

https://huagongshe.com/reaction/1175150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3,5-DibromopyridineHCID 69369—
Reactant2-Fluorophenylboronic acidHCID 2734354—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 52937043HCID 5293704347%

Reaction Steps

3,5-Dibromopyridine (ABCR Product List AB115322) (250 mg; 2.1 mmol), 2-fluorophenylboronic acid (Sigma-Aldrich, order number 445223)(147 mg; (2.1 mmol), Pd(PPh3)2Cl2 (148 mg; 0.4 mmol) are combined in DMF (8 ml) and 2N Na2CO3 (1.3 ml) and heated to 160° C. in an oil bath for 20 minutes. The reaction mixture is evaporated to dryness, taken up in TBME/CH2Cl2 (30 ml/10 ml), diluted with hexanes (50 ml), filtered and evaporated to dryness. The solid white residue is dissolved in TBME (10 ml), diluted with hexanes, filtered, and purified via chromatography (SiO2, TBME/hexanes 5:95) to yield the title compound as white crystals (125 mg; 47%). MS (m/z) ES+: 252, 254 (MH+). Retention time: 2.79 minutes (LC-MS method 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838674B2
Source datasetuspto-grants-2010_11
ORD IDord-d8391c433f9f4e7f8d15aea8d9519db2
Source noteuspto-grants-2010_11