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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404425Generated: October 30, 2026

4-Aminopyridine → 1-(4-(4-(3-Oxa-8-azabicyclo(3.2.1)octan-8-yl)-6-morpholino-1,3,5-triazin-2-yl)phenyl)-3-(pyridin-4-yl)urea

https://huagongshe.com/reaction/404425

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminopyridineHCID 1727—
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant4-[4-Morpholin-4-yl-6-(3-oxa-8-azabicyclo[3.2.1]oct-8-yl)-1,3,5-triazin-2-yl]anilineHCID 67021644—
SolventChloroformHCID 6212—
Product1-(4-(4-(3-Oxa-8-azabicyclo(3.2.1)octan-8-yl)-6-morpholino-1,3,5-triazin-2-yl)phenyl)-3-(pyridin-4-yl)ureaHCID 4694726430%

Reaction Steps

To a solution of 4-[4-morpholin-4-yl-6-(3-oxa-8-azabicyclo[3.2.1]oct-8-yl)-1,3,5-triazin-2-yl]aniline (22 mg, 0.06 mmol) in CHCl3 (1 mL) were added Et3N (25 mL, 0.18 mmol) and triphosgene (18 mg, 0.06 mmol). The mixture was stirred at room temperature for 15 min and 4-aminopyridine (17 mg, 0.18 mmol) was added. The mixture was stirred at room temperature overnight. The solvent was removed, and the residue was subjected to HPLC separation to give the title compound as off-white solid (1TFA salt, 8.8 mg, 24% yield). MS (ESI) m/z 489.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748421B2
Source datasetuspto-grants-2014_06
ORD IDord-18740853b73a4bb0a88cedacf1e6d642
Source noteuspto-grants-2014_06