Intermediate of lenalidomide 827026-45-9 CAS NO.827026-45-9

3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione Basic information

Product Name:	3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione
Synonyms:	3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione;3-(4-Nitro-1-oxoisoindolin-2-yl)piperidin-2,6-dione;4-Nitro LenalidoMide;3-dihydro-4-nitro-1-oxo-2H-isoindol-2-yl)-;6-Piperidinedione;3-(4-nitro-1-oxoisoindolin-2-yl)piperidine-2,6-dione;3-(4-nitro-1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione;3-(1,3-Dihydro-4-nitro-1-oxo-2H-isoindol-2-yl)-2,6-piperidinedione
CAS:	827026-45-9
MF:	C13H11N3O5
MW:	289.24
EINECS:	1592732-453-0
Product Categories:	Amines;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:	827026-45-9.mol

3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione Chemical Properties

Melting point	>250°C (dec.)
Boiling point	616.6±55.0 °C(Predicted)
density	1.546±0.06 g/cm3(Predicted)
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
solubility	DMSO (Slightly, Heated), Methanol (Slightly)
form	Solid
pka	10.55±0.40(Predicted)
color	Beige to Brown

Safety Information

HazardClass

IRRITANT

MSDS Information

3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione Usage And Synthesis

Chemical Properties	White crystalline
Uses	3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione, also known as 4-Nitro Lenalidomide, is a Lenalidomide (L328000) analog. It is an impurity and intermediate of Lenalidomide.
Preparation	3-aminopiperidine-2,6-dione hydrochloride (III) (25 g, 0.15 mol) and dimethyl sulfoxide (150 mL) were charged into 500 mL 3N RBF. Triethylamine (62 g, 0.61 mol) was added slowly to the above reaction mixture under nitrogen over 10 min. Methyl 2-(bromomethyl)-3-nitrobenzoate (II) (45.8 g, 0.16 mol) of example 3 dissolved in dimethyl sulfoxide (50 mL) was added to the reaction mixture under nitrogen over 20 min and heated to 50-55 °C. 3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione was obtained by purification.