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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666107Generated: November 3, 2026

Hydrochloric Acid → N-[2-[[(1R)-2,3-dihydro-1H-inden-1-yl]amino]-4H-3,1-benzoxazin-5-yl]-3,5-difluorobenzenesulfonamide

https://huagongshe.com/reaction/1666107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3,5-Difluorobenzenesulfonyl chlorideHCID 2774058—
ReactantHCID 178507384HCID 178507384—
SolventPyridineHCID 1049—
ProductN-[2-[[(1R)-2,3-dihydro-1H-inden-1-yl]amino]-4H-3,1-benzoxazin-5-yl]-3,5-difluorobenzenesulfonamideHCID 1785274689.9%

Reaction Steps

(R)—N2-Indan-1-yl-4H-benzo[d][1,3]oxazine-2,5-diamine (example 2) (150 mg, 0.54 mmol) was dissolved in 5 mL pyridine and 3,5-difluoro-benzenesulfonyl chloride (112 mg, 0.53 mmol) was added. The reaction mixture was stirred at room temperature overnight. 1N HCl was added until pH5. The mixture was extracted three times with ethyl acetate (50 mL each). The organic phases ware pooled, dried with sodium sulfate, filtered and evaporated. The crude product was purified by a silica gel column chromatography with heptane/ethyl acetate 1:1 to give a white solid (24 mg, 9%), MS: m/e=456.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044047B2
Source datasetuspto-grants-2011_10
ORD IDord-4330ee1d40774dee9a2b5beb5255da06
Source noteuspto-grants-2011_10