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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386453Generated: October 26, 2026

3-Chlorophenethylamine → N-(3-{2-[2-(3-Chloro-phenyl)-ethylamino]-5-fluoro-pyrimidin-4-yl}-benzyl)-N-piperidin-4-yl-methanesulfonamide

https://huagongshe.com/reaction/2386453

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChlorophenethylamineHCID 139381—
Reactant4-{[3-(2-Chloro-5-fluoro-pyrimidin-4-yl)-benzyl]-methanesulfonyl-amino}-piperidine-1-carboxylic acid tert-butyl esterHCID 86603288—
ProductN-(3-{2-[2-(3-Chloro-phenyl)-ethylamino]-5-fluoro-pyrimidin-4-yl}-benzyl)-N-piperidin-4-yl-methanesulfonamideHCID 58603443—

Reaction Steps

Intermediate 77 was coupled with 2-(3-chloro-phenyl)-ethylamine following procedure Q. The resulting product was deprotected following procedure R. LC-MS showed the product had the expected M+H+ of 518. 1H NMR (Varian 300 MHz, CD3OD, shifts relative to the solvent peak at 3.3 ppm) δ 8.25 (d, 1H), 8.18 (s, 1H), 7.97 (d, 1H), 7.49 (m, 2H), 7.15 (m, 4H), 4.56 (s, 2H), 3.93 (m, 1H), 3.64 (t, 2H), 3.33 (m, 2H), 3.04 (s, 3H), 2.98 (m, 2H), 2.91 (t, 2H), 1.91 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268822B2
Source datasetuspto-grants-2012_09
ORD IDord-9fdaa80285bb43d3835e31c33ff09e8b
Source noteuspto-grants-2012_09