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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29539Generated: October 24, 2026

Binap, (A+-)- → N-[4-Chloro-2-(6-methyl-pyridine-3-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholin-4-yl)-benzenesulfonamide

https://huagongshe.com/en/reaction/29539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBinap, (A+-)-HCID 634876—
Reactant2,6-Dimethylmorpholine, cis-HCID 641500—
ReactantPotassium phosphate, tribasic, monohydrateHCID 22031701—
Reactant4-Bromo-N-[4-chloro-2-(6-methyl-pyridine-3-carbonyl)-phenyl]-benzenesulfonamideHCID 59788608—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
ProductN-[4-Chloro-2-(6-methyl-pyridine-3-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholin-4-yl)-benzenesulfonamideHCID 59788627—

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-(6-methyl-pyridine-3-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 3 ml DMF, followed by workup and HPLC purification to yield yellow title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420055B2
Source datasetuspto-grants-2008_09
ORD IDord-c6dc35980f0e421bba458d119821d1f7
Source noteuspto-grants-2008_09