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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478340Generated: October 26, 2026

4-(Carbamoylamino)benzeneboronic acid, pinacol ester → methyl 1-cyclopropyl-9-methyl-4-oxo-8-(4-ureido-phenyl)-4H-quinolizine-3-carboxylate

https://huagongshe.com/reaction/1478340

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Carbamoylamino)benzeneboronic acid, pinacol esterHCID 16727440—
ReactantMethyl 8-chloro-1-cyclopropyl-9-methyl-4-oxo-quinolizine-3-carboxylateHCID 86696543—
Productmethyl 1-cyclopropyl-9-methyl-4-oxo-8-(4-ureido-phenyl)-4H-quinolizine-3-carboxylateHCID 8669656628.5%

Reaction Steps

Methyl 8-(4-ureido-phenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate was prepared according to General Procedure A from methyl 8-chloro-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate (75 mg, 0.26 mmol) and 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)-urea (84 mg, 0.32 mmol). Compound precipitated from solution and was filtered off and dried in vacuum to afford the title compound as a yellow solid (29 mg, 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403818B2
Source datasetuspto-grants-2016_08
ORD IDord-9ce93a829b1848ec82f5f3e013851007
Source noteuspto-grants-2016_08