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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623560Generated: November 1, 2026

Sodium Carbonate → HCID 66793903, compound

https://huagongshe.com/reaction/1623560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Pyridinylboronic acidHCID 2734378—
Reactant5-Bromo-1,3-dihydro-1,3-dimethyl-2H-benzimidazol-2-oneHCID 47003447—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66793903HCID 6679390331.8%

Reaction Steps

A mixture of 5-Bromo-1,3-dimethyl-1,3-dihydro-benzoimidazol-2-one (121 mg, 0.5 mmol), 3-pyridyl boronic acid (68 mg, 0.55 mmol), polymer-supported Pd(PPh3)4 (0.09 mmol/g, 278 mg, 0.025 mmol) and Na2CO3 (2 M in water, 0.55 mL, 1.1 mmol) in DME (3.3 mL) was heated to reflux for 1 hr. After filtration and concentration, the residue was purified by flash column (MeOH—CH2Cl2, v/v, 0-7.5%) and yielded the title compound (38 mg). MS (ESI) m/z 240.0 (M+H), retention time 1.00 min. 1H NMR (400 MHz, CD2Cl2) δ ppm 3.47 (s, 3H), 3.49 (s, 3H), 7.13 (d, J=8.1 Hz, 1H), 7.25 (s, 1H), 7.38-7.40 (m, 1H), 7.41-7.44 (m, 1H), 7.95-7.98 (m, 1H), 8.60 (m, 1H), 8.90 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778972B2
Source datasetuspto-grants-2014_07
ORD IDord-0820e4f295824495bb2dc66b6268e9e7
Source noteuspto-grants-2014_07