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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849649Generated: October 25, 2026

Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → N-(azetidin-1-ylsulfonyl)-5-chloro-2-fluoro-4-(spiro[2.5]octan-6-ylmethoxy)benzamide

https://huagongshe.com/reaction/1849649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTricyclo(3.3.1.1'3,7)dec-1-ylmethanolHCID 64556—
Reactant(Spiro(2.5)octan-6-yl)methanolHCID 53487089—
Reactant5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 58042417—
ReactantN-(azetidin-1-ylsulfonyl)-5-chloro-2,4-difluorobenzamideHCID 72548904—
ProductN-(azetidin-1-ylsulfonyl)-5-chloro-2-fluoro-4-(spiro[2.5]octan-6-ylmethoxy)benzamideHCID 86703512—

Reaction Steps

Following the procedure as described in Example 8 and making variations as required to replace 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide with N-(azetidin-1-ylsulfonyl)-5-chloro-2,4-difluorobenzamide and to replace adamantan-1-ylmethanol with spiro[2.5]octan-6-ylmethanol, the title compound was obtained as a colorless solid (0.61 g, 53%): 1H NMR (300 MHz, CDCl3) δ 8.70-8.57 (m, 1H), 8.17-8.09 (m, 1H), 6.76-6.66 (m, 1H), 4.32-4.19 (m, 4H), 3.96-3.87 (m, 2H), 2.35-2.20 (m, 2H), 2.03-1.70 (m, 5H), 1.39-1.20 (m, 2H), 1.02-0.86 (m, 2H), 0.38-0.16 (m, 4H); MS (ES+) m/z 431.1 (M+1), 433.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-dd30d858b3c14af49850f9236eed6f59
Source noteuspto-grants-2015_02