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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412500Generated: October 26, 2026

(2R)-3-aminopropane-1,2-diol → 3-(t-Butoxycarbonyl)-6-[(r)-propane-1,2-diol-3-yl]aminopyridine

https://huagongshe.com/reaction/412500

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R)-3-aminopropane-1,2-diolHCID 6994409—
ReactantTert-butyl 6-chloropyridine-3-carboxylateHCID 11521348—
SolventIsopropanolHCID 3776—
Product3-(t-Butoxycarbonyl)-6-[(r)-propane-1,2-diol-3-yl]aminopyridineHCID 22977308—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of t-butyl 6-chloronicotinate (4.69 g, 0.0220 mol) and (R)-3-amino-1,2-propanediol (5.00 g, 0.0549 mol) in isopropanol (20 ml) was heated at 100° C. overnight. Solvent was removed under vacuum, and the residue taken up in ethyl acetate, washed with water, brine, dried (MgSO4), and evaporated to give nearly pure product as a yellow oil. Yield 5.90 g (99%). 1H NMR. MS: 269 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562844B2
Source datasetuspto-grants-2003_05
ORD IDord-6a627c9c650e4f2387ae8c940aad686f
Source noteuspto-grants-2003_05