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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85156Generated: October 25, 2026

Sodium Iodide → Benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/85156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzyl piperazine-1-carboxylateHCID 643495—
Reactant(6-(Tert-butoxycarbonylamino)pyridin-3-yl)methyl methanesulfonateHCID 86641141—
SolventDimethylformamideHCID 6228—
ProductBenzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylateHCID 6720374296%

Reaction Steps

A mixture of (6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl methanesulfonate (102; 1.30 g, 5.4 mmol), benzyl piperazine-1-carboxylate 103; (1.42 g, 6.5 mmol), K2CO3 (2.30 g, 16.1 mmol) and NaI (0.08 g, 0.54 mmol) in DMF (20 mL) was stirred at 60° C. for 2 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Water (30 mL) was added and the mixture was filtered. The collected solids were washed further with water and dried to afford benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate 104 (2.20 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846947B2
Source datasetuspto-grants-2014_09
ORD IDord-d909f28cf0ec4418836cad7882ed2f2e
Source noteuspto-grants-2014_09