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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64189Generated: October 29, 2026

N-cyclopropyl-2-oxooxazolidine-3-sulfonamide → 1-(5-(5-(6-(benzyloxy)pyridin-3-yl)-1H-benzo[d]imidazol-1-yl)-2',4'-difluoro-[1,1'-biphenyl]-3-yl)-3-cyclopropyl sulfuric diamide

https://huagongshe.com/reaction/64189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-cyclopropyl-2-oxooxazolidine-3-sulfonamideHCID 89500324—
Reactant5-(5-(6-(benzyloxy)-1,6-dihydropyridin-3-yl)-1H-benzo[d]imidazol-1-yl)-2',4'-difluoro-[1,1'-biphenyl]-3-amineHCID 89501800—
SolventPyridineHCID 1049—
Product1-(5-(5-(6-(benzyloxy)pyridin-3-yl)-1H-benzo[d]imidazol-1-yl)-2',4'-difluoro-[1,1'-biphenyl]-3-yl)-3-cyclopropyl sulfuric diamideHCID 11777783310%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 5-(5-(6-(benzyloxy)-1,6-dihydropyridin-3-yl)-1H-benzo[d]imidazol-1-yl)-2′,4′-difluoro-[1,1′-biphenyl]-3-amine (120 mg, 0.2380 mmol) in pyridine was added N-cyclopropyl-2-oxooxazolidine-3-sulfonamide (78 mg, 0.380 mmol, 1.6 eq.). The mixture was stirred at 50° C. for 16 h, quenched with water and extracted with ethyl acetate (3×50 ml). The combined organic layer was washed with 1 N HCl and 1N NaOH, water, brine and dried over sodium sulphate. The solvent was distilled off to afford the crude residue which was purified by preparative HPLC to give the product in 10% yield (15 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447091B2
Source datasetuspto-grants-2016_09
ORD IDord-13fa002567264d1c8b38b9f18243ef3b
Source noteuspto-grants-2016_09