Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535445Generated: October 31, 2026

Water → Methyl 2-amino-5-[(1-bromo-2-methylindolizin-3-yl)carbonyl]benzoate

https://huagongshe.com/reaction/535445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 2-amino-5-[(2-methylindolizin-3-yl)carbonyl]benzoateHCID 66653318—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-amino-5-[(1-bromo-2-methylindolizin-3-yl)carbonyl]benzoateHCID 5750039589.4%

Reaction Steps

0.492 g (2.73 mmol) of N-bromosuccinimide is added, under an inert atmosphere at ambient temperature, to 0.812 g (2.6 mmol) of methyl 2-amino-5-[(2-methylindolizin-3-yl)carbonyl]benzoate in 17 ml of dichloromethane. The reaction medium is stirred for 2 hours and then hydrolysed with water. The aqueous phase is extracted with dichloromethane. The organic phase obtained is washed with a saturated aqueous solution of sodium hydrogen carbonate and then with a saturated aqueous solution of sodium chloride, dried over sodium sulphate, filtered, and then concentrated under reduced pressure. The solid obtained is purified by silica gel column chromatography, elution being carried out with dichloromethane. 0.9 g of a yellow solid is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859544B2
Source datasetuspto-grants-2014_10
ORD IDord-617710fefd244c6594e2ffee7207c28f
Source noteuspto-grants-2014_10