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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1427892Generated: October 31, 2026

Methanesulfonamide → 4-(adamantan-1-ylmethoxy)-5-chloro-2-fluoro-N-((1-methyl-1H-imidazol-4-yl)sulfonyl)benzamide

https://huagongshe.com/reaction/1427892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonamideHCID 72879—
Reactant1-methyl-1H-imidazole-4-sulfonamideHCID 2736885—
Reactant4-(Adamantan-1-ylmethoxy)-5-chloro-2-fluorobenzoic acidHCID 86702859—
Reactant4-(Adamantan-1-ylmethoxy)-5-cyclopropyl-2-fluorobenzoic acidHCID 86702861—
Product4-(adamantan-1-ylmethoxy)-5-chloro-2-fluoro-N-((1-methyl-1H-imidazol-4-yl)sulfonyl)benzamideHCID 86702918—

Reaction Steps

Following the procedure as described in Example 50 step 5 and making variations as required to replace 4-(adamantan-1-ylmethoxy)-5-cyclopropyl-2-fluorobenzoic acid with 4-(adamantan-1-ylmethoxy)-5-chloro-2-fluorobenzoic acid and methanesulfonamide with 1-methyl-1H-imidazole-4-sulfonamide, the title compound was obtained as a colorless solid (0.16 g, 33%): 1H NMR (300 MHz, DMSO-d6) δ 8.03-8.01 (m, 1H), 7.85-7.80 (m, 1H), 7.66-7.60 (m, 1H), 7.21-7.14 (m, 1H), 3.73 (s, 3H), 3.70 (s, 2H), 1.98 (s, 3H), 1.78-1.57 (m, 12H); MS (ES+) m/z 482.2 (M+1), 484.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933236B2
Source datasetuspto-grants-2015_01
ORD IDord-2ddebe917dd646d8a52a4a1c031dfe74
Source noteuspto-grants-2015_01