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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854848Generated: 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/1854848

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 1-cyclopropyl-9-methyl-4-oxo-8-(4-ureido-phenyl)-4H-quinolizine-3-carboxylate was prepared according to General Procedure A using 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 vacuo to afford the title compound as a yellow solid (29 mg, 26%). ESI-MS m/z: 392 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962842B2
Source datasetuspto-grants-2015_02
ORD IDord-87b68796930c402c9c095057b5c90708
Source noteuspto-grants-2015_02