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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418989Generated: October 29, 2026

4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride → 4-Chloro-N-[5-chloro-2-(Pyridine-3-carbonyl)-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamide

https://huagongshe.com/reaction/418989

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-3-(trifluoromethyl)benzenesulfonyl ChlorideHCID 2780719—
ReactantHCID 58683947HCID 58683947—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
Product4-Chloro-N-[5-chloro-2-(Pyridine-3-carbonyl)-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamideHCID 11612619—

Reaction Steps

A solution of (3-amino-5-chloro-pyridin-2-yl)-pyridin-3-yl-methanone (26 mg, 0.11 mmol), 4-chloro-3-trifluoromethyl-benzenesulfonyl chloride (28 mg, 0.10 mmol), DMAP (7.3 mg, 0.06 mmol) in anhydrous pyridine (0.5 mL) was heated at 60° C. for 2 days. The reaction mixture was separated by preparative HPLC and pure product fractions were lyophilized to provide pure product as a solid. 1H NMR (400 MHz, CDCl3) δ 11.03 (s, 1 H), 9.15 (s, 1 H), 8.81-8.80 (m, 1 H), 8.37 (d, J=2.0 Hz, 1 H), 8.29-8.26 (m, 1 H), 8.20-8.18 (m, 2 H), 7.98 (dd, J=8.4, 2.8 Hz, 1 H), 7.63 (d, J=8.4 Hz, 1 H), 7.51-7.48 (m, 1 H). Mass spectrum m/z: 476.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093247B2
Source datasetuspto-grants-2012_01
ORD IDord-3ffd408b843f4ae3883f098011a4bf49
Source noteuspto-grants-2012_01