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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894814Generated: November 1, 2026

Water → Tert-butyl[3-(5-bromopyrid-2-yl)phenyl]methylcarbamate

https://huagongshe.com/reaction/1894814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantTert-butyldicarbonateHCID 22064466—
Reactant[3-(5-Bromopyrid-2-yl)phenyl]methylamineHCID 66591283—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductTert-butyl[3-(5-bromopyrid-2-yl)phenyl]methylcarbamateHCID 8666499181.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

1.07 g (4 mmol, 1 eq) of [3-(5-bromopyrid-2-yl)phenyl]methylamine are dissolved in 10 mL of dichloromethane in the presence of 1 mL of triethylamine and 200 mg of dimethylaminopyridine. 1.7 g (8 mmol, 2 eq) of tert-butyl dicarbonate are added and the reaction mixture is stirred overnight at 40° C. The reaction is stopped by adding 30 ml of water and is then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate). 1.18 g of tert-butyl [3-(5-bromopyrid-2-yl)phenyl}methylcarbamate are obtained. Yield=81%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513297B2
Source datasetuspto-grants-2013_08
ORD IDord-0f1c5a6d494641f4b47e59853f2ace56
Source noteuspto-grants-2013_08