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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914887Generated: November 4, 2026

Sodium hydride → 6-(4-Bromo-2-fluoro-phenyl)-8-cyclopropanesulfonyl-4,5-difluoro-6,8-dihydro-imidazo[4',5':3,4]benzo[1,2-d]oxazol-7-one

https://huagongshe.com/reaction/1914887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanesulfonyl chlorideHCID 2760919—
Reactant6-(4-Bromo-2-fluoro-phenyl)-4,5-difluoro-6,8-dihydro-imidazo[4',5':3,4]benzo[1,2-d]oxazol-7-oneHCID 67236633—
Product6-(4-Bromo-2-fluoro-phenyl)-8-cyclopropanesulfonyl-4,5-difluoro-6,8-dihydro-imidazo[4',5':3,4]benzo[1,2-d]oxazol-7-oneHCID 6723658448.5%

Reaction Steps

Intermediate I-25a was prepared from 6-(4-bromo-2-fluoro-phenyl)-4,5-difluoro-6,8-dihydro-imidazo[4′,5′:3,4]benzo[1,2-d]oxazol-7-one (I-16a: 220 mg, 0.57 mmol), cyclopropanesulfonyl chloride (120 mg, 0.86 mmol) and NaH (34 mg, 0.86 mmol) using procedures analogous to those described above for Intermediate I-19a to afford 135 mg of the product (48.5% yield). H1NMR (DMSO-d6, 300 MHz): δ 8.97 (s, 1H), 7.97 (dd, 1H), 7.80 (t, 1H), 7.70 (dd, 1H), 3.54-3.44 (m, 1H), 1.48-1.39 (m, 2H), 1.34-1.26 (m, 2H). HPLC: 94.1%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614239B2
Source datasetuspto-grants-2013_12
ORD IDord-00ab844180ce4cf8befa997c2dd9915e
Source noteuspto-grants-2013_12