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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849625Generated: November 2, 2026

Methanesulfonyl chloride → 4-(adamantan-1-ylmethoxy)-N-(cyclobutylsulfonyl)-5-cyclopropyl-2-fluorobenzamide

https://huagongshe.com/reaction/1849625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantCyclobutanesulfonyl chlorideHCID 22636930—
Reactant4-(Adamantan-1-ylmethoxy)-3-(2-methoxypyridin-3-yl)benzamideHCID 86702845—
Reactant4-(Adamantan-1-ylmethoxy)-5-cyclopropyl-2-fluorobenzamideHCID 86703479—
Product4-(adamantan-1-ylmethoxy)-N-(cyclobutylsulfonyl)-5-cyclopropyl-2-fluorobenzamideHCID 86703481—

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)-5-cyclopropyl-2-fluorobenzamide and to replace methanesulfonyl chloride with cyclobutanesulfonyl chloride, the title compound was obtained as a colorless solid (0.05 g, 10%): 1H NMR (300 MHz, CDCl3) δ8.57-8.44 (m, 1H), 7.60-7.52 (m, 1H), 6.61-6.48 (m, 1H), 4.61-4.46 (m, 1H), 3.55 (s, 2H), 2.74-2.56 (m, 2H), 2.45-2.29 (m, 2H), 2.12-1.97 (m, 6H), 1.84-1.64 (m, 12H), 0.99-0.88 (m, 2H), 0.71-0.58 (m, 2H); MS (ES+) m/z 462.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-1b7725d39114443ab61c45b5423787db
Source noteuspto-grants-2015_02