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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774855Generated: November 2, 2026

3,4-Dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2(1H)-one → 3-Chloro-pyridine-2-carboxylic acid methyl-[5-(2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide

https://huagongshe.com/reaction/1774855

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-Dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2(1H)-oneHCID 59117187—
ReactantN-((5-Bromopyridin-3-yl)methyl)-3-chloro-N-methylpicolinamideHCID 86679148—
Product3-Chloro-pyridine-2-carboxylic acid methyl-[5-(2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amideHCID 86679197—

Reaction Steps

In analogy to the procedure described for the preparation of example 45, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one (intermediate A-34) has been coupled to N-((5-bromopyridin-3-yl)methyl)-3-chloro-N-methylpicolinamide (intermediate A-57) to give the title compound as a light brown amorphous solid. MS: 407.5 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260408B2
Source datasetuspto-grants-2016_02
ORD IDord-902b0a37aafa42ebbc2e19c63a5b9138
Source noteuspto-grants-2016_02