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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657763Generated: October 25, 2026

Acetic Acid → (R)-3-Amino-3-(6-methylpyridin-3-yl)propan-1-ol

https://huagongshe.com/reaction/657763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAmmonium formateHCID 2723923—
Reactant(R)-3-(benzyl((S)-1-phenylethyl)amino)-3-(6-methylpyridin-3-yl)propan-1-olHCID 58103596—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product(R)-3-Amino-3-(6-methylpyridin-3-yl)propan-1-olHCID 58103597—

Reaction Steps

To a solution of (R)-3-(benzyl((S)-1-phenylethyl)amino)-3-(6-methylpyridin-3-yl)propan-1-ol (2.1 g, 5.83 mmol) in HPLC MeOH (40 mL), were added AcOH (0.34 mL, 5.8 mmol), Pd(OH)2 (0.42 g) and HCOONH4 (1.8 g, 29.16 mmol) and was heated to reflux. After 1 h, the reaction mixture was filtered through a Celite pad and the filtrate was concentrated in vacuo to afford a residue. Purification of the residue by column chromatography (neutral Al2O3, aq. NH3/MeOH/CH2Cl2, 1:20:80) afforded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076345B2
Source datasetuspto-grants-2011_12
ORD IDord-90400d886ca4408fbcc05ef50a70d7a5
Source noteuspto-grants-2011_12