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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876556Generated: October 29, 2026

Potassium Carbonate → Tert-butyl 6-(pyrrolidin-1-ylmethyl)pyridin-2-ylcarbamate

https://huagongshe.com/reaction/876556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPyrrolidineHCID 31268—
ReactantSodium BicarbonateHCID 516892—
Reactant(6-(Tert-butoxycarbonylamino)pyridin-2-yl)methyl methanesulfonateHCID 19349110—
SolventAcetonitrileHCID 6342—
ProductTert-butyl 6-(pyrrolidin-1-ylmethyl)pyridin-2-ylcarbamateHCID 6669455384.5%

Reaction Steps

A mixture containing (6-(tert-butoxycarbonylamino)pyridin-2-yl)methyl methanesulfonate 81 (1.30 g, 3.2 mmol), pyrrolidine 72 (0.46 g, 6.4 mmol) and K2CO3 (1.30 g, 9.6 mmol) in acetonitrile (15 mL) was stirred at room temperature for 12 h. Saturated aqueous NaHCO3 was added and the mixture was concentrated under reduced pressure. The resulting aqueous layer was extracted with EtOAc. The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to afford 82 (0.75 g, 62% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987258B2
Source datasetuspto-grants-2015_03
ORD IDord-3535d1e27a304401b39544cf042458a3
Source noteuspto-grants-2015_03