Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404417Generated: October 31, 2026

Diisopropylethylamine → Tert-butyl 2-(2-(4-(3-azidopropylamino)-6-(2-hydroxyethylamino)-1,3,5-triazin-2-ylamino)ethoxy)ethylcarbamate

https://huagongshe.com/reaction/1404417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-butyl N-{2-[2-(2-aminoethoxy)ethoxy]ethyl}carbamateHCID 9881394—
Reactant2-(4-(3-Azidopropylamino)-6-chloro-1,3,5-triazin-2-ylamino)ethanolHCID 86672178—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 2-(2-(4-(3-azidopropylamino)-6-(2-hydroxyethylamino)-1,3,5-triazin-2-ylamino)ethoxy)ethylcarbamateHCID 8667218051.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

DIPEA (142 mg, 1.10 mmol), tert-butyl 2-(2-(2-aminoethoxy)ethoxy)ethylcarbamate (273 mg, 1.10 mmol), and 2 (150 mg, 0.55 mmol) were dissolved in THF (5 mL). The mixture was stirred at 70° C. under N2 overnight. The solvent was removed under reduced pressure. The resulting residue was purified by column chromatography on silica gel (eluent CH3OH/CH2Cl2=2/98) to give 3 as a white solid (124 mg, 47%): ESI-MS m/z 485.2 (M+H+) calculated for C19H37N10O5 485.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912323B2
Source datasetuspto-grants-2014_12
ORD IDord-0f7cfccab33445ac85b318cebb04b4b6
Source noteuspto-grants-2014_12