3-methylidenepiperidine-2,6-dione

Drug intermediates:

As a derivative of piperidinedione, it may be used as an intermediate for the synthesis of anticancer drugs (such as nalfenamide analogues), and structurally similar compounds (such as 3-aminopiperidine-2,6-dione hydrochloride) are widely used in the development of anti-tumor drugs.

Asymmetric synthesis precursor:

Piperidinedione containing methylene can generate chiral centers through hydrogenation reaction, which can be used to prepare chiral drug molecules

Synthetic pathway

Methylene introduction:

Starting from piperidine-2,6-dione, methylene (CH ₂=group) is introduced through Wittig reaction or Knoevenagel condensation reaction to generate the target compound.

Example reaction conditions: Triphenylphosphine and aldehyde reagents are involved, refluxed in an inert solvent (such as THF).

Cyclization and Purification:

The crude product is purified by recrystallization (such as ethanol/ether mixed solvent) or column chromatography to increase purity by 25.

Key reagents and equipment

Raw materials: Piperidine-2,6-dione, aldehyde reagents (such as formaldehyde derivatives)

Catalyst: Acidic or alkaline catalyst (such as KOH or H ₂ SO ₄)

Equipment: Temperature controlled reactor, vacuum drying system

Molecular Weight:125.13
XLogP3:-0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:125.047678466
Monoisotopic Mass:125.047678466
Topological Polar Surface Area:46.2
Heavy Atom Count:9
Complexity:184
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes