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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386400Generated: October 26, 2026

2-(3-Fluorophenyl)ethanamine → [4-(3-Ethylaminomethyl-phenyl)-pyrimidin-2-yl]-[2-(3-fluoro-phenyl)-ethyl]-amine

https://huagongshe.com/reaction/2386400

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(3-Fluorophenyl)ethanamineHCID 533928—
Reactant[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-ethyl-carbamic acid tert-butyl esterHCID 86603270—
Product[4-(3-Ethylaminomethyl-phenyl)-pyrimidin-2-yl]-[2-(3-fluoro-phenyl)-ethyl]-amineHCID 58603610—

Reaction Steps

Intermediate 37 was coupled with 2-(3-fluoro-phenyl)-ethylamine following procedure F and the resulting product deprotected following procedure G. LC-MS showed the product had the expected M+H+ of 351. 1H NMR (Varian 300 MHz, DMSO-d6, shifts relative to the solvent peak at 2.49 ppm) δ 9.5 (s, 2H) 8.5 (m, 2H) 8.2 (d, 1H) 7.8 (d, 1H) 7.6 (m, 1H) 7.5 (ms, 1H) 7.3 (m, 1H) 7.1 (m, 2H) 7.0 (m, 1H) 4.2 (s, 2H) 3.8 (m, 2H) 2.9 (m, 4H) 1.2 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268822B2
Source datasetuspto-grants-2012_09
ORD IDord-4f0f3aa9e95b4f5381cd24bcf344854d
Source noteuspto-grants-2012_09