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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1427804Generated: October 26, 2026

2-Cyclopropylethan-1-ol → 5-chloro-2-fluoro-N-(methylsulfonyl)-4-(((1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)oxy)benzamide

https://huagongshe.com/reaction/1427804

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Cyclopropylethan-1-olHCID 137642—
Reactant(-)-IsopinocampheolHCID 10524983—
Reactant5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 58042417—
Reactant2,4,5-trifluoro-N-(methylsulfonyl)benzamideHCID 58042435—
Product5-chloro-2-fluoro-N-(methylsulfonyl)-4-(((1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)oxy)benzamideHCID 86702831—

Reaction Steps

Following the procedure as described in Example 1 and making variations as required to replace 2-cyclopropylethanol with (1R,2R,3R,5S)-2,6,6-trimethylbicyclo-[3.1.1]heptan-3-ol and 2,4,5-trifluoro-N-(methylsulfonyl)benzamide with 5-chloro-2,4-difluoro-N-(methylsulfonyl)-benzamide, the title compound was obtained as a colorless solid (0.06 g, 5%): 1H NMR (300 MHz, DMSO-d6) δ 12.05 (s, 1H), 7.74 (d, J=7.5 Hz, 1H), 7.33 (d, JC-F=12.6 Hz, 1H), 4.79-4.74 (m, 1H), 3.31 (s, 3H), 2.71-2.64 (m, 1H), 2.37-2.26 (m, 2H), 1.91-1.80 (m, 2H), 1.59-1.52 (m, 1H), 1.19 (s, 3H), 1.10-1.06 (m, 4H), 0.95 (s, 3H); MS (ES−) m/z 402.1, 404.1 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933236B2
Source datasetuspto-grants-2015_01
ORD IDord-4015917ff1154393b88cd847ab59d679
Source noteuspto-grants-2015_01