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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028936Generated: October 26, 2026

Potassium Phosphate, Tribasic → (2-(2-(4-Methoxybenzylamino)-3-morpholinoquinolin-6-yl)-3-methylphenyl)(pyrrolidin-1-yl)methanone

https://huagongshe.com/reaction/1028936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant1-(2-Bromo-3-methylbenzoyl)pyrrolidineHCID 66579149—
ReactantN-(4-methoxybenzyl)-3-morpholino-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2-amineHCID 71253458—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(2-(2-(4-Methoxybenzylamino)-3-morpholinoquinolin-6-yl)-3-methylphenyl)(pyrrolidin-1-yl)methanoneHCID 71253303—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (47.8 mg, 0.10 mmol), (2-bromo-3-methylphenyl)(pyrrolidin-1-yl)methanone (323 mg, 1.2 mmol), N-(4-methoxybenzyl)-3-morpholino-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2-amine (477 mg, 1.0 mmol), Pd2(dba)3 (45.9 mg, 0.050 mmol), K3PO4 (0.25 mL, 3.0 mmol), and 1,4-dioxane (7 mL)/water (3.50 mL) was heated in a microwave at 140° C. for 12 min. The reaction mixture was filtered then concentrated in vacuo. The crude product was purified by silica flash chromatography (0-10% MeOH/DCM) to give (2-(2-(4-methoxybenzylamino)-3-morpholinoquinolin-6-yl)-3-methylphenyl)(pyrrolidin-1-yl)methanone as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735384B2
Source datasetuspto-grants-2014_05
ORD IDord-aea5f11ccac94ff7a2798af51f83a995
Source noteuspto-grants-2014_05