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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849743Generated: November 3, 2026

2-Methoxyethane-1-sulfonamide → 4-(cyclopentylmethoxy)-5-cyclopropyl-2-fluoro-N-((2-methoxyethyl)sulfonyl)benzamide

https://huagongshe.com/reaction/1849743

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methoxyethane-1-sulfonamideHCID 18951506—
Reactant1-AzetidinesulfonamideHCID 45080566—
Reactant4-(Adamantan-1-ylmethoxy)-2-fluoro-5-iodobenzoic acidHCID 86703604—
Reactant4-(Cyclopentylmethoxy)-5-cyclopropyl-2-fluorobenzoic acidHCID 86703621—
Product4-(cyclopentylmethoxy)-5-cyclopropyl-2-fluoro-N-((2-methoxyethyl)sulfonyl)benzamideHCID 86703624—

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-(cyclopentylmethoxy)-5-cyclopropyl-2-fluorobenzoic acid and to replace azetidine-1-sulfonamide with 2-methoxyethanesulfonamide, the title compound was obtained as a colorless solid (0.039 g, 12%): 1H NMR (300 MHz, DMSO-d6) δ 11.88 (br s, 1H), 7.10 (d, J=8.3 Hz, 1H), 6.93 (d, J=13.0 Hz, 1H), 3.96 (d, J=6.8 Hz, 2H), 3.71 (s, 4H), 3.21 (s, 3H), 2.42-2.26 (m, 1H), 2.07-1.96 (m, 1H), 1.86-1.73 (m, 2H), 1.68-1.47 (m, 4H), 1.44-1.30 (m, 2H), 0.92-0.84 (m, 2H), 0.70-0.62 (m, 2H); 19F NMR (282 MHz, DMSO-d6) δ −113.0 (s, 1F); MS (ES−) m/z 398.2 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-a466f97d5c1746c1a986f3412e114ab8
Source noteuspto-grants-2015_02