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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944597Generated: October 31, 2026

Sodium Carbonate → HCID 58524960, compound

https://huagongshe.com/reaction/1944597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantQuinoline-3-boronic acidHCID 2734663—
ReactantDi-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphaneHCID 11618717—
ReactantHCID 46191440HCID 46191440—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58524960HCID 5852496055.6%

Reaction Steps

To a solution of tert-butyl 4-(4-(9-chloro-2-oxo-2H-[1,3]oxazino[5,4-c]quinolin-1(4H)-yl)-2-(trifluoromethyl)phenyl)piperazine-1-carboxylate (56 mg, 0.1 mmol) and quinolin-3-ylboronic acid (25 mg, 0.15 mmol) in 1,4-dioxane (1 mL) at room temperature was added bischloroditriphenyl phosphine palladium (4 mg, 0.005 mmol), tert-butyl Xphos (4 mg, 0.01 mmol), and Na2CO3(0.3 mL, 0.3 mmol). The resultant solution was heated to 100° C. for 4 h and then allowed to cool to room temperature, filtered through celite, and washed with EtOAc (3×10 mL). After removal of solvent in vacuo, the residue was purified by flash column chromatography to afford the title compound (35 mg, 55%). LC-MS: (M+H)=630.30

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394818B2
Source datasetuspto-grants-2013_03
ORD IDord-b006f20eee1a41c490bc0a12479c247c
Source noteuspto-grants-2013_03