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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712766Generated: November 1, 2026

3-Bromo-5-hydroxypyridine → 1,1-Dimethylethyl 3,4-dihydro-6-(5-hydroxy-3-pyridinyl)-1,8-naphthyridine-1(2H)-carboxylate

https://huagongshe.com/reaction/712766

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromo-5-hydroxypyridineHCID 599529—
Reactant6-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl esterHCID 123216343—
Product1,1-Dimethylethyl 3,4-dihydro-6-(5-hydroxy-3-pyridinyl)-1,8-naphthyridine-1(2H)-carboxylateHCID 117667242—

Reaction Steps

6-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester is coupled with 5-bromo-pyridin-3-ol to give 6-(5-hydroxy-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester using Suzuki Coupling Method VI.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-0ace8d27e9534d3e82beba79b5ab0a78
Source noteuspto-grants-2015_11