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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29546Generated: October 25, 2026

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

https://huagongshe.com/reaction/29546

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-(pyridine-3-carbonyl)-phenyl]-3-fluoro-benzenesulfonamideHCID 59788746—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
ProductN-[4-Chloro-2-(pyridine-3-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholine-4-yl]-3-fluoro-benzenesulfonamideHCID 59788667—

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-3-carbonyl)-phenyl]-3-fluoro-benzenesulfonamide 0.2 g (0.42 mmol), potassium phosphate tribasic monohydrate 0.58 g (2.56 mmol), rac-2,2′-bis (diphenylphosphino)-1,1′-binaphthyl 0.079 g (0.12 mmol), cis-2,6-dimethyl-morpholine 0.24 g (2.13 mmol) and Pd (dba)3 0.057 g (0.06 mmol) in 2 ml DMF. HPLC purification gave a pale yellow compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420055B2
Source datasetuspto-grants-2008_09
ORD IDord-4b223fe8b63243a7b0efe2c26fc6d937
Source noteuspto-grants-2008_09