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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705074Generated: October 26, 2026

Potassium Phosphate, Tribasic → 2-(5-(6-Fluoro-3-methylimidazo[1,2-a]pyridin-2-yl)pyridin-3-yl)propan-2-ol

https://huagongshe.com/reaction/705074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Reactant2-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]propan-2-olHCID 53398528—
Reactant2-Chloro-6-fluoro-3-methylimidazo[1,2-A]pyridineHCID 71743345—
Catalystpalladium(II) acetateHCID 167845—
SolventTetrahydrofuranHCID 8028—
Product2-(5-(6-Fluoro-3-methylimidazo[1,2-a]pyridin-2-yl)pyridin-3-yl)propan-2-olHCID 86730381—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of the title compound from Example 2 Step D (0.135 g, 0.514 mmol) and the title compound from Example 3 Step B (0.079 g, 0.428 mmol) in tetrahydrofuran (4.28 mL) were added palladium acetate (9.61 mg, 0.043 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (0.035 g, 0.086 mmol), and potassium phosphate tribasic (0.273 g, 1.284 mmol). The resulting mixture was heated at 100° C. for 18 hours, then filtered with the aid of ethyl acetate and concentrated under reduced pressure. Purification by flash chromatography on silica gel (50% acetone in dichloromethane) provided the title compound: LCMS m/z 286.17 [M+H]+; 1H NMR (500 MHz, CDCl3) δ 8.83 (s, 1H), 8.75 (s, 1H), 8.26 (d, J=2.0 Hz, 1H), 7.85 (s, 1H), 7.63 (dd, J=9.8, 5.1 Hz, 1H), 7.16-7.12 (m, 1H), 2.64 (s, 3H), 2.28 (br s, 1H), 1.67 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09173873B2
Source datasetuspto-grants-2015_11
ORD IDord-8e365d82e3f0480ca520930625c6ec46
Source noteuspto-grants-2015_11