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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914900Generated: November 2, 2026

Potassium → 1-Allyl-cyclopropanesulfonic acid [4,5-difluoro-6-(2-fluoro-4-iodo-phenylamino)-benzooxazol-7-yl]-amide

https://huagongshe.com/reaction/1914900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassiumHCID 5462222—
ReactantCyclopropanesulfonic acid [4,5-difluoro-6-(2-fluoro-4-iodo-phenylamino)-benzooxazol-7-yl]-amideHCID 53241452—
Reactant8-(1-Allyl-cyclopropanesulfonyl)-4,5-difluoro-6-(2-fluoro-4-iodo-phenyl)-6,8-dihydro-imidazo[4',5':3,4]benzo[1,2-d]oxazol-7-oneHCID 68313355—
Product1-Allyl-cyclopropanesulfonic acid [4,5-difluoro-6-(2-fluoro-4-iodo-phenylamino)-benzooxazol-7-yl]-amideHCID 53241563—

Reaction Steps

Compound 1D was prepared from 8-(1-allyl-cyclopropanesulfonyl)-4,5-difluoro-6-(2-fluoro-4-iodo-phenyl)-6,8-dihydro-imidazo[4′,5′:3,4]benzo[1,2-d]oxazol-7-one (I-21a: 210 mg, 0.365 mmol) and potassium trimethylsilonolate (50 mg, 0.390 mmol) using procedures analogous to those described above for Compound 1A to afford 150 mg of the product (75% yield). H1NMR (CDCl3, 300 MHz): δ 8.13 (s, 1H), 7.42 (dd, 1H), 7.31-7.25 (m, 1H), 6.80 (s, 1H), 6.43-6.35 (m, 1H), 6.21 (s, 1H), 5.85-5.70 (m, 1H), 5.22-5.14 (m, 2H), 2.83 (d, 2H), 1.28-1.20 (m, 2H), 0.87-0.80 (m, 2H). LCMS: 97.9%, m/z=548.0 (M−1). HPLC: 86.29%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614239B2
Source datasetuspto-grants-2013_12
ORD IDord-61d47d2ee47a4baa9e12c33e2806bb94
Source noteuspto-grants-2013_12