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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449630Generated: October 29, 2026

tert-butyl 3-(6-aminopyridin-3-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate → Tert-butyl 3-(6-aminopyridin-3-yl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/449630

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl 3-(6-aminopyridin-3-yl)-2,5-dihydro-1H-pyrrole-1-carboxylateHCID 66742367—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductTert-butyl 3-(6-aminopyridin-3-yl)pyrrolidine-1-carboxylateHCID 66742238107.8%

Reaction Steps

tert-Butyl 3-(6-aminopyridin-3-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate (1.5 g, 5.74 mmol, Eq: 1.00) was dissolved in MeOH (60 ml). The solution was purged with argon and then treated with palladium on activated carbon (Degussa) (6.11 mg, 57.4 μmol, Eq: 0.01). The suspension was purged with hydrogen and stirred under a hydrogen atmosphere for 48 h. The reaction mixture was filtered through a 45 μm frit. The filtrate was concentrated in vacuo to give tert-butyl 3-(6-aminopyridin-3-yl)pyrrolidine-1-carboxylate (1.63 g) The enantiomers were separated using chiral SFC HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481540B2
Source datasetuspto-grants-2013_07
ORD IDord-70ed3c7ce472402aa8d1a228120aa090
Source noteuspto-grants-2013_07