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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849549Generated: October 29, 2026

4-Morpholinesulfonamide → 4-(adamantan-1-ylmethoxy)-N-(azetidin-1-ylsulfonyl)-3-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/1849549

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MorpholinesulfonamideHCID 276739—
Reactant1-AzetidinesulfonamideHCID 45080566—
Reactant4-(Adamantan-1-ylmethoxy)-5-chloro-2-fluorobenzoic acidHCID 86702859—
Reactant4-(Adamantan-1-ylmethoxy)-3-(trifluoromethyl)benzoic acidHCID 86702891—
Product4-(adamantan-1-ylmethoxy)-N-(azetidin-1-ylsulfonyl)-3-(trifluoromethyl)benzamideHCID 86702892—

Reaction Steps

Following the procedure as described in Example 98 and making variations as required to replace 4-(adamantan-1-ylmethoxy)-5-chloro-2-fluorobenzoic acid with 4-(adamantan-1-ylmethoxy)-3-(trifluoromethyl)benzoic acid and morpholine-4-sulfonamide with azetidine-1-sulfonamide, the title compound was obtained as a colorless solid (0.05 g, 22%): 1H NMR (300 MHz, DMSO-d6) δ 11.92 (s, 1H), 8.26-8.22 (m, 2H), 7.38-7.35 (m, 1H), 4.05 (t, J=7.7 Hz, 4H), 3.76 (s, 2H), 2.20-2.09 (m, 2H), 1.99 (br s, 3H), 1.75-1.63 (m, 12H); MS (ES−) m/z 471.3 (M−1); MS (ES+) m/z 473.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-7dcc789e30d34ba08766aa557ee918ea
Source noteuspto-grants-2015_02