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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849504Generated: October 31, 2026

Methanesulfonyl chloride → 4-(adamantan-1-ylmethoxy)-3-cyclopropyl-N-(N,N-dimethylsulfamoyl)benzamide

https://huagongshe.com/reaction/1849504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDimethylsulphamoyl chlorideHCID 83372—
Reactant4-(Adamantan-1-ylmethoxy)-3-(2-methoxypyridin-3-yl)benzamideHCID 86702845—
Reactant4-(Adamantan-1-ylmethoxy)-3-cyclopropylbenzamideHCID 86702848—
Product4-(adamantan-1-ylmethoxy)-3-cyclopropyl-N-(N,N-dimethylsulfamoyl)benzamideHCID 86702849—

Reaction Steps

Following the procedure as described in Example 38 step 4 and making variations as required to replace 4-(adamantan-1-ylmethoxy)-3-(2-methoxypyridin-3-yl)benzamide with 4-(adamantan-1-ylmethoxy)-3-cyclopropylbenzamide and methanesulfonyl chloride with dimethylsulfamoyl chloride, the title compound was obtained as a colorless solid (0.19 g, 34%): 1H NMR (300 MHz, CDCl3) δ 8.65 (br s, 1H), 7.64-7.56 (m, 1H), 7.41-7.35 (m, 1H), 6.85-6.77 (m, 1H), 3.57 (s, 2H), 3.01 (s, 6H), 2.19-2.08 (m, 1H), 2.02 (br s, 3H), 1.79-1.58 (m, 12H), 0.99-0.91 (m, 2H), 0.71-0.64 (m, 2H); MS (ES−) m/z: 431.2 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-f8743912c67b4ad28d7c4e0139e9f026
Source noteuspto-grants-2015_02