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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036264Generated: October 31, 2026

Potassium Phosphate, Tribasic → US10251893, Cpd 194

https://huagongshe.com/reaction/1036264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Fluoropyridine-4-boronic acidHCID 2783396—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantN-(5-(4-acetylpiperazin-1-yl)pyridin-2-yl)-2-(6-chloro-5-fluoropyridin-3-yl)acetamideHCID 58447659—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethyl SulfoxideHCID 679—
Solvent(+-)-2-ButanolHCID 6568—
ProductUS10251893, Cpd 194HCID 46927363—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a reaction vial was added N-(5-(4-acetylpiperazin-1-yl)pyridin-2-yl)-2-(6-chloro-5-fluoropyridin-3-yl)acetamide 190-6 (66 mg, 0.17 mmol), 2-fluoropyridin-4-ylboronic acid 193-1 (35 mg, 0.25 mmol), Pd(OAc)2 (2 mg, 0.009 mmol), S-Phos (7 mg, 0.017 mmol) and K3PO4 (108 mg, 0.51 mmol) in 2-butanol (0.3 mL). The reaction was heated to 100° C. and stirred for 2 hours. The reaction was cooled down to room temperature and then diluted to DMSO. The reaction mixture was filtered and the filtrate was purified by reverse-phase HPLC to give N-(5-(4-acetylpiperazin-1-yl)pyridin-2-yl)-2-(2′,3-difluoro-2,4′-bipyridin-5-yl)acetamide 194. MS m/z 453.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546396B2
Source datasetuspto-grants-2013_10
ORD IDord-633a99aa6c834b38aba6fc20f79c01b9
Source noteuspto-grants-2013_10