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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386332Generated: October 25, 2026

Tyramine → 4-(3-{2-[2-(4-Hydroxy-phenyl)-ethylamino]-pyrimidin-4-yl}-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/2386332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTyramineHCID 5610—
Reactant4-[3-(2-Chloro-pyrimidin-4-yl)-phenylamino]-piperidine-1-carboxylic acid tert-butyl esterHCID 86603244—
Product4-(3-{2-[2-(4-Hydroxy-phenyl)-ethylamino]-pyrimidin-4-yl}-phenylamino)-piperidine-1-carboxylic acid tert-butyl esterHCID 58603418—

Reaction Steps

Intermediate 7 was coupled with tyramine following procedure F. LC-MS showed the product had the expected M+H+ of 490. 1H NMR (Varian 300 MHz, CDCl3, shifts relative to the solvent peak at 7.24 ppm) δ 8.28 (d, 1H) 7.25 (m, 3H) 7.05 (m, 2H) 6.92 (d, 1H) 6.7 (m, 3H) 5.45 (m, 1H) 4.0 (m, 2H) 3.7 (m, 4H) 3.49 (m, 1H) 2.85 (m, 4H) 2.45 (t, 2H) 1.5 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268822B2
Source datasetuspto-grants-2012_09
ORD IDord-df056de30b854032a90cb417e7183f43
Source noteuspto-grants-2012_09