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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29533Generated: October 27, 2026

1,1'-Binaphthyl → N-[4-Chloro-2-(pyridine-4-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholin-4-yl)-benzenesulfonamide

https://huagongshe.com/reaction/29533

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-BinaphthylHCID 11789—
Reactant2,6-Dimethylmorpholine, cis-HCID 641500—
Reactant4-Bromo-N-[4-chloro-2-(pyridine-4-carbonyl)-phenyl]-benzenesulfonamideHCID 10072530—
ReactantPotassium phosphate, tribasic, monohydrateHCID 22031701—
CatalystPalladiumHCID 23938—
Solvent1,4-DioxaneHCID 31275—
ProductN-[4-Chloro-2-(pyridine-4-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholin-4-yl)-benzenesulfonamideHCID 59788547—

Reaction Steps

The title compound was prepared according to the general procedure for the synthesis of heterocyclyl and heteroaryl substituted phenylsulfonyl derivatives previously described, using 4-Bromo-N-[4-chloro-2-(pyridine-4-carbonyl)-phenyl]-benzenesulfonamide 0.3 g (0.66 mmol), potassium phosphate tribasic monohydrate 0.91 g (3.96 mmol), rac-2,2′-bis diphenylphosphino)-1,1′-binaphthyl 0.12 g (0.198 mmol), cis-2,6-dimethylmorpholine 0.37 g (3.3 mmol) and Pd (dba)3 60 mg (0.066 mmol) in 6 ml dioxane, followed by work up and HPLC purification: LC-MSD, m/z for C24H24ClN3O4S [M+H]+: 486.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420055B2
Source datasetuspto-grants-2008_09
ORD IDord-2d3835e24ca0434a96109c9e18f361e6
Source noteuspto-grants-2008_09