Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732705Generated: October 27, 2026

Triethylamine → Methyl 5-(azidocarbonyl)nicotinate

https://huagongshe.com/reaction/732705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactanttetrahydrofuran N,N-dimethylformamideHCID 21974620—
ReactantPotassium 5-(methoxycarbonyl)nicotinateHCID 49760369—
SolventEthyl AcetateHCID 8857—
ProductMethyl 5-(azidocarbonyl)nicotinateHCID 86628561—

Reaction Steps

A 3.29 ml portion of DPPA was added under ice-cooling to 24 ml of a THF-DMF (1:1) mixed solution of 3.04 g of potassium 5-(methoxycarbonyl)nicotinate and 2.32 ml of triethylamine and stirred at room temperature for 3Hours. The reaction solution was mixed with ethyl acetate, washed with water, saturated sodium bicarbonate aqueous solution and saturated brine in that order and dried with anhydrous magnesium sulfate. By concentrating this under a reduced pressure, methyl 5-(azidocarbonyl)nicotinate was obtained as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585886B2
Source datasetuspto-grants-2009_09
ORD IDord-ad0d0660fde04165ab3e0711e260ccb7
Source noteuspto-grants-2009_09