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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228350Generated: October 26, 2026

3-Chlorophenethylamine → 4-(3-Chloro-5-{[2-(3-chloro-phenyl)-ethylamino]-methyl}-pyridin-2-yloxy)-benzamide

https://huagongshe.com/reaction/228350

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChlorophenethylamineHCID 139381—
Reactant4-(3-Chloro-5-formyl-pyridin-2-yloxy)-benzamideHCID 59730193—
Product4-(3-Chloro-5-{[2-(3-chloro-phenyl)-ethylamino]-methyl}-pyridin-2-yloxy)-benzamideHCID 5973003937.5%

Reaction Steps

Using a method similar to Example 462, using 4-(3-chloro-5-formyl-pyridin-2-yloxy)-benzamide (101 mg, 0.365 mmol) and 2-(3-chloro-phenyl)-ethylamine (0.056 mL, 0.402 mmol) gives the title compound (57 mg, 36%). Mass spectrum (ion spray): m/z=415.9 (M+1); 1H NMR (CDCl3): 7.93 (d, J=1.7 Hz, 1H), 7.86 (d, J=8.7 Hz, 2H), 7.77 (d, J=1.7 Hz, 1H), 7.22-7.17 (m, 4H), 7.07 (d, J=7.0 Hz, 1H), 6.12 (bs, 2H), 3.74 (s, 2H), 2.87 (t, J=6.8 Hz, 2H), 2.78 (t, J=6.8 Hz, 2H), 1.42 (bs, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560463B2
Source datasetuspto-grants-2009_07
ORD IDord-ac6f31d9e9574f189788e50202732b47
Source noteuspto-grants-2009_07