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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849873Generated: October 26, 2026

Methanesulfonamide → N-(azetidin-1-ylsulfonyl)-5-chloro-2,4-difluorobenzamide

https://huagongshe.com/reaction/1849873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonamideHCID 72879—
Reactant5-Chloro-2,4-difluorobenzoic acidHCID 14876417—
Reactant1-AzetidinesulfonamideHCID 45080566—
Reactant4-((2-Cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoic acidHCID 86703655—
ProductN-(azetidin-1-ylsulfonyl)-5-chloro-2,4-difluorobenzamideHCID 72548904—

Reaction Steps

Following the procedure as described in Example 332 Step 7 and making non-critical variations to replace methanesulfonamide with azetidine-1-sulfonamide and to replace 4-((2-cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoic acid with 5-chloro-2,4-difluorobenzoic acid, the title compound was obtained as a colorless powder (7.0 g, 70%): 1H NMR (300 MHz, DMSO-d6) δ 12.07 (br s, 1H), 7.99 (t, J=7.6 Hz, 1H), 7.71 (t, J=9.8 Hz, 1H), 4.03 (t, J=7.7 Hz, 4H), 2.20-2.10 (m, 2H); MS (ES−) m/z 309.1, 311.1 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-db9fe9dbe6df47ca976f7506d78b4396
Source noteuspto-grants-2015_02