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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849775Generated: October 31, 2026

Methanesulfonamide → 5-chloro-4-((2-cyanoadamantan-2-yl)methoxy)-2-fluoro-N-(N-methylsulfamoyl)benzamide

https://huagongshe.com/reaction/1849775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonamideHCID 72879—
Reactant(Methylsulfamoyl)amineHCID 13168287—
Reactant4-((2-Cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoic acidHCID 86703655—
Reactant5-Chloro-4-((2-cyanoadamantan-2-yl)methoxy)-2-fluorobenzoic acidHCID 86703658—
Product5-chloro-4-((2-cyanoadamantan-2-yl)methoxy)-2-fluoro-N-(N-methylsulfamoyl)benzamideHCID 86703657—

Reaction Steps

Following the procedure as described in Example 332 Step 7 and making non-critical variations to replace methanesulfonamide with methyl sulfamide and to replace 4-((2-cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoic acid with 5-chloro-4-((2-cyanoadamantan-2-yl)methoxy)-2-fluorobenzoic acid, the title compound was obtained following trituration with diethyl ether (10 mL) as a colorless powder (0.073 g, 52%): 1H NMR (300 MHz, DMSO-d6) δ 11.72 (s, 1H), 7.73-7.66 (m, 2H), 7.34 (d, J=12.2 Hz, 1H), 4.54 (s, 2H), 2.53 (d, J=4.6 Hz, 3H), 2.15-2.07 (m, 4H), 1.97-1.78 (m, 6H), 1.70-1.60 (m, 4H); MS (ES−) m/z 454.1, 456.1 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-c31b85ed480b402fa050ae8705138a4c
Source noteuspto-grants-2015_02