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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63107Generated: October 29, 2026

1-Phenethylamine, (-)- → N4-cyclohexyl-5,6-dimethyl-N2-[(1S)-1-phenylethyl]pyrimidine-2,4-diamine

https://huagongshe.com/reaction/63107

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenethylamine, (-)-HCID 75818—
ReactantN4-cyclohexyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine hydrochlorideHCID 131737202—
ProductN4-cyclohexyl-5,6-dimethyl-N2-[(1S)-1-phenylethyl]pyrimidine-2,4-diamineHCID 71738336—

Reaction Steps

The titled compound was synthesized according to the general procedure described for preparation of N4-cyclohexyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 1) using [(1S)-1-phenylethyl]amine instead of (pyridin-2-ylmethyl)amine. The product was purified by column chromatography eluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1), and then the final product was washed with diethyl ether to afford the titled compound as a light-yellow solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.03-1.87 (m, 16H), 2.13 (s, 3H), 3.80 (s, 1H), 4.95-5.02 (m, 1H), 6.73 (s, 1H), 7.14-7.41 (m, 5H), 8.38 (s, 1H); MS (ESI) m/z 325.8 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447051B2
Source datasetuspto-grants-2016_09
ORD IDord-07faf7f7a64a40e7a63d82e6ef5a61f8
Source noteuspto-grants-2016_09