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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929601Generated: October 30, 2026

Potassium Carbonate → HCID 86718782, compound

https://huagongshe.com/reaction/929601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantHCID 86718776HCID 86718776—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
ProductHCID 86718782HCID 8671878249.7%

Reaction Conditions

Temperature60.5 °C

Reaction Steps

A mixture of 6-bromo-3-(tert-butyl)-8-phenyl-3,4-dihydro-2H-benzo[e][1,3]oxazine (from Example 42, Step 2) (0.485 g, 1.41 mmol), pyridin-3-ylboronic acid (0.346 g, 2.0 equiv), and potassium carbonate (0.777 g, 4 equiv) in isopropanol (30 mL) and water (6 mL) was purged with nitrogen for 20 minutes. Tetrakis(triphenylphosphine)Pd (0) (90 mg, 5.5 mol %) was added and the resulting mixture was heated at 55-66° C. for 3 hours. The cooled reaction mixture was concentrated and the resulting residue was purified by column chromatograph to give 3-((tert-butylamino)methyl)-5-(pyridine-3-yl)-[1,1′-biphenyl]-2-ol (0.233 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296696B2
Source datasetuspto-grants-2016_03
ORD IDord-f4ef4916570447eab8f4e9e9dbb0b63b
Source noteuspto-grants-2016_03