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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391079Generated: October 29, 2026

Iodoethane → Tert-butyl 5-bromopyridin-2-YL(ethyl)carbamate

https://huagongshe.com/reaction/391079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
Reactant2-(Boc-amino)-5-bromopyridineHCID 16217843—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 5-bromopyridin-2-YL(ethyl)carbamateHCID 53217453—

Reaction Steps

To a solution of 2-(BOC-amino)-5-bromopyridine (500 mg) in THF (20 mL) at 0° C. was added sodium hydride (88 mg) and the reaction stirred for 20 min. Then, iodoethane (0.18 mL) was added and the reaction stirred at room temperature for 16 h. The reaction was quenched with water (20 mL) and extracted into ethylacetate (3×20 mL). The organic layers were dried (MgSO4) and reduced in vacuo to give (5-bromo-pyridin-2-yl)-ethyl-carbamic acid tert-butyl ester as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383620B2
Source datasetuspto-grants-2013_02
ORD IDord-439df2aa11e04bd2b1c54ff44cb1a47a
Source noteuspto-grants-2013_02