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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849747Generated: November 2, 2026

Methanesulfonamide → 4-(adamantan-1-ylmethoxy)-5-bromo-2-fluoro-N-(methylsulfonyl)benzamide

https://huagongshe.com/reaction/1849747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonamideHCID 72879—
Reactant1-AzetidinesulfonamideHCID 45080566—
Reactant4-(Adamantan-1-ylmethoxy)-2-fluoro-5-iodobenzoic acidHCID 86703604—
Reactant4-(Adamantan-1-ylmethoxy)-5-bromo-2-fluorobenzoic acidHCID 86703628—
Product4-(adamantan-1-ylmethoxy)-5-bromo-2-fluoro-N-(methylsulfonyl)benzamideHCID 86703629—

Reaction Steps

Following the procedure as described in Example 299 Step 2 and making variations as required to replace 4-(adamantan-1-ylmethoxy)-2-fluoro-5-iodobenzoic acid with 4-(adamantan-1-ylmethoxy)-5-bromo-2-fluorobenzoic acid and to replace azetidine-1-sulfonamide with methanesulfonamide, the title compound was obtained as a colorless solid (1.00 g, 49%): 1H NMR (300 MHz, DMSO-d6) δ 12.10 (br s, 1H), 7.90 (d, J=7.3 Hz, 1H), 7.17 (d, J=12.4 Hz, 1H), 3.71 (s, 2H), 3.35 (s, 3H), 1.98 (br s, 3H), 1.78-1.56 (m, 12H); MS (ES−) m/z 458.2, 460.1 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-dc3b0679f6cb41cc9102164a8e1eec81
Source noteuspto-grants-2015_02