Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336877Generated: October 29, 2026

Sodium Carbonate → HCID 58524996, compound

https://huagongshe.com/reaction/336877

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 58524986HCID 58524986—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58524996HCID 5852499647.9%

Reaction Steps

To a solution of tert-butyl 4-(4-(9-chloro-3-methyl-2-oxo-3,4-dihydropyrimido[5,4-c]quinolin-1(2H)-yl)-2-(trifluoromethyl)phenyl)piperazine-1-carboxylate (57 mg, 0.1 mmol) and quinolin-3-ylboronic acid (26 mg, 0.15 mmol) in 1,4-dioxane (2 mL) at room temperature was added bischloroditriphenylphosphine (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 12 h before cooling to room temperature. The reaction mixture was filtered through celite. The solvent was removed in vacuo and the resulting crude residue was purified by flash column chromatography to afford the title product 32 mg (47%). LC-MS: (M+H)=668.38

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889706B2
Source datasetuspto-grants-2014_11
ORD IDord-185d4d6d85bc46ab81e5a7418536e54a
Source noteuspto-grants-2014_11