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HRID 332933作成日:2026年10月26日

Dimethylformamide → Lenalidomide

https://huagongshe.com/reaction/332933

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dioneHCID 11471781—
溶媒EthanolHCID 702—
溶媒MethanolHCID 887—
溶媒IsopropanolHCID 3776—
生成物LenalidomideHCID 216326—
生成物3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dioneHCID 11471781—

反応手順

By catalytic hydrogenation of 3-(4-nitro-1-oxo-1,3 dihydro-isoindol-2-yl)-piperidine-2,6-dione in solvents such as dimethylformamide, methanol, ethanol, isopropyl alcohol or mixture of these solvents at temperature 50-100.0° C. under pressure or bubbling of hydrogen gas at atmospheric pressure, then filteration of the catalyst followed by distillation under high vacuum Lenalidomide polymorphic form-I is obtained. The polymorphic form-I of Lenalidomide can also be obtained by transfer hydrogenation of 3-(4-nitro-1-oxo-1,3 dihydro-isoindol-2-yl)-piperidine-2,6-dione using solvents dimethylformamide, methanol, ethanol, isopropyl alcohol or mixture of these solvents at temperature 50-100.0° C. using ammonium formate or formic acid as source of hydrogen. The precious metal catalysts used in the hydrogenation are Raney Nickel, palladium etc., followed by filteration of catalyst and distillation of the solvent under high vacuum.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08877932B2
出典データセットuspto-grants-2014_11
ORD IDord-3b1e366387a14741897b3bf6a17c7df5
出典メモuspto-grants-2014_11