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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63114Generated: October 26, 2026

(1-methyl-1H-imidazol-4-yl)methanamine → N4-cyclohexyl-5,6-dimethyl-N2-[(1-methyl-1H-imidazol-4-yl)methyl]pyrimidine-2,4-diamine

https://huagongshe.com/reaction/63114

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1-methyl-1H-imidazol-4-yl)methanamineHCID 2795114—
ReactantN4-cyclohexyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine hydrochlorideHCID 131737202—
ProductN4-cyclohexyl-5,6-dimethyl-N2-[(1-methyl-1H-imidazol-4-yl)methyl]pyrimidine-2,4-diamineHCID 71738405—

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 [(1-methyl-1H-imidazol-4-yl)methyl]amine instead of (pyridin-2-ylmethyl)amine. The product was purified by crystallization from ethanol (10 mL) to afford the titled compound as the hydrochloride salt as a white solid. 1H NMR (300 MHz, methanol-d4) δ ppm 1.25-1.38 (m, 5H), 1.70-1.85 (m, 5H), 1.97 (s, 3H), 2.30 (s, 3H) 2.71 (s, 1H), 3.72 (s, 3H), 4.08 (s, 1H), 4.53 (s, 2H), 7.07 (s, 1H), 7.72 (s, 1H); MS m/z 315.7 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447051B2
Source datasetuspto-grants-2016_09
ORD IDord-88c2abb81538492ca3a99c515e0d0cce
Source noteuspto-grants-2016_09