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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29544Generated: October 26, 2026

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

https://huagongshe.com/reaction/29544

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]-3-fluoro-benzenesulfonamideHCID 59788573—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
ProductN-[4-Chloro-2-(6-methyl-pyridine-3-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholin-4-yl)-3-fluoro-benzenesulfonamideHCID 59788542—

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]-3-fluoro-benzenesulfonamide 0.2 g (0.4 mmol), potassium phosphate tribasic monohydrate 0.570 g (2.4 mmol), rac-2,2′-bis (diphenylphosphino)-1,1′-binaphthyl 0.077 g (0.12 mmol), cis-2,6-dimethyl-morpholine 0.23 g (2 mmol) and Pd (dba)3 0.057 g (0.06 mmol) in 2 ml DMF. HPLC purification gave yellow compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420055B2
Source datasetuspto-grants-2008_09
ORD IDord-5bba3fa6d3cb45bfbb0167fa9013705c
Source noteuspto-grants-2008_09