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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849630Generated: November 4, 2026

Methanesulfonamide → 4-(cyclohexylmethoxy)-5-cyclopropyl-2-fluoro-N-((3-fluoroazetidin-1-yl)sulfonyl)benzamide

https://huagongshe.com/reaction/1849630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonamideHCID 72879—
Reactant3-Fluoroazetidine-1-sulfonamideHCID 70347983—
Reactant5-Cyclopropyl-2-fluoro-4-((1-(trifluoromethyl)-cyclohexyl)methoxy)benzoic acidHCID 86703450—
Reactant4-(Cyclohexylmethoxy)-5-cyclopropyl-2-fluorobenzoic acidHCID 86703487—
Product4-(cyclohexylmethoxy)-5-cyclopropyl-2-fluoro-N-((3-fluoroazetidin-1-yl)sulfonyl)benzamideHCID 86703488—

Reaction Steps

Following the procedure as described in Example 158 step 5, and making variations as required to replace 5-cyclopropyl-2-fluoro-4-((1-(trifluoromethyl)-cyclohexyl)methoxy)benzoic acid with 4-(cyclohexylmethoxy)-5-cyclopropyl-2-fluorobenzoic acid and to replace methanesulfonamide with 3-fluoroazetidine-1-sulfonamide, the title compound was obtained (0.09 g, 35%) as a colorless solid: 1H NMR (300 MHz, CDCl3) δ8.80-8.64 (m, 1H), 7.62-7.52 (m, 1H), 6.64-6.52 (m, 1H), 5.45-5.12 (m, 1H), 4.59-4.31 (m, 4H), 3.89-3.76 (m, 2H), 2.13-1.99 (m, 1H), 1.96-1.68 (m, 6H), 1.42-1.03 (m, 5H), 1.00-0.89 (m, 2H), 0.72-0.62 (m, 2H); MS (ES+) m/z 429.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-ed644731c3f9490ab4e24814db84fd7f
Source noteuspto-grants-2015_02