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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530361Generated: October 26, 2026

8-Chloro-1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-YL)-3,4-dihydro-1H-quinolin-2-one → (rac)-Ethanesulfonic acid [4-(8-chloro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-5,6,7,8-tetrahydro-isoquinolin-8-yl]-amide

https://huagongshe.com/reaction/530361

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-Chloro-1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-YL)-3,4-dihydro-1H-quinolin-2-oneHCID 72208046—
ReactantN-(4-Bromo-5,6,7,8-tetrahydro-8-isoquinolinyl)ethanesulfonamideHCID 89458481—
Product(rac)-Ethanesulfonic acid [4-(8-chloro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-5,6,7,8-tetrahydro-isoquinolin-8-yl]-amideHCID 7153734835%

Reaction Steps

In analogy to the procedure described for the preparation of example 28, 8-chloro-1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (intermediate A-8) and (rac)-ethanesulfonic acid (4-bromo-5,6,7,8-tetrahydro-isoquinolin-8-yl)-amide (intermediate B-4) were used to give the title compound (47.2 mg, 35%) as a white solid. MS: 434.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353081B2
Source datasetuspto-grants-2016_05
ORD IDord-9ecdb499ee164038a72f1f3126a5ca80
Source noteuspto-grants-2016_05