Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080807Generated: October 31, 2026

Trimethyl orthoformate → {3-[6-(4-{[(1H-imidazol-2-ylmethyl)-amino]-methyl}-phenyl)-pyridin-2-yl]-propyl}-dipropyl-amine

https://huagongshe.com/reaction/2080807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl orthoformateHCID 9005—
Reactant1H-imidazole-2-carbaldehydeHCID 24955—
ReactantSodium borohydrideHCID 4311764—
Reactant{3-[6-(4-Aminomethyl-phenyl)-pyridin-2-yl]-propyl}-dipropyl-amineHCID 23155536—
SolventMethanolHCID 887—
Product{3-[6-(4-{[(1H-imidazol-2-ylmethyl)-amino]-methyl}-phenyl)-pyridin-2-yl]-propyl}-dipropyl-amineHCID 2315557781.1%

Reaction Steps

An anhydrous methanol solution (0.50 ml) containing the compound (30.1 mg) obtained in Example 36-5 and 2-imidazole carboxaldehyde (10.1 mg) was added with trimethyl orthoformate (0.029 ml), and the whole was stirred at room temperature for 14 hours. Sodium borohydride (17.0 mg) was added thereto and the whole was stirred for 30 minutes. The solvent was distilled off. The residue was dissolved in chloroform, washed with a saturated aqueous sodium hydrogen carbonate solution, and dried with anhydrous sodium sulfate, and the solvent was distilled off, thereby obtaining the subject compound (30.4 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932281B2
Source datasetuspto-grants-2011_04
ORD IDord-3a4675ad9bf44f56bbd09db7f87886d4
Source noteuspto-grants-2011_04