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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774857Generated: November 3, 2026

1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one → (R)-2-Methyl-propane-2-sulfinic acid [4-chloro-5-(1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide

https://huagongshe.com/reaction/1774857

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-oneHCID 72208233—
Reactant(R)-N-((5-Bromo-4-chloropyridin-3-yl)methyl)-2-methylpropane-2-sulfinamideHCID 86679149—
Product(R)-2-Methyl-propane-2-sulfinic acid [4-chloro-5-(1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amideHCID 86679199—

Reaction Steps

In analogy to the procedure described for the preparation of example 45, 1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (intermediate A-1) has been coupled to (R)—N-((5-bromo-4-chloropyridin-3-yl)methyl)-2-methylpropane-2-sulfinamide (intermediate A-58) to give the title compound as an orange solid. MS: 406.4 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260408B2
Source datasetuspto-grants-2016_02
ORD IDord-3ffdbfe648144fc784bc105ed179d9f9
Source noteuspto-grants-2016_02