HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 2-amino-5-[(1-bromo-2-methylindolizin-3-yl)carbonyl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Methyl 2-amino-5-[(2-methylindolizin-3-yl)carbonyl]benzoate | HCID 66653318 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-amino-5-[(1-bromo-2-methylindolizin-3-yl)carbonyl]benzoate | HCID 57500395 | 89.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859544B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-617710fefd244c6594e2ffee7207c28f |
| Source note | uspto-grants-2014_10 |