2-[1-(Ethylsulfonyl)azetidin-3-ylidene]acetonitrile

CAS No.

1187595-85-2

Synonyms

[1-(Ethylsulfonyl)-3-azetidinylidene]acetonitrile; also listed as 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile

Molecular formula

C7H10N2O2S

Molecular weight

186.23 g/mol

Grade

Reagent grade

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

Chemical Product Description & Applications

2-[1-(Ethylsulfonyl)azetidin-3-ylidene]acetonitrile is an activated alkene intermediate used in baricitinib synthesis. The nitrile-substituted double bond provides a conjugate-addition site, while the N-ethylsulfonyl azetidine transfers the required four-membered-ring fragment. The nitrile is retained as part of the side-chain framework after alkene conversion.

The selected compound is the unsaturated intermediate rather than a saturated azetidine acetonitrile or the completed kinase inhibitor. Its ring nitrogen is already sulfonylated, so downstream chemistry can focus on addition to the exocyclic alkene. This preassembled arrangement connects the nitrogen-protection/substitution stage with fragment coupling, making the material specific to routes requiring the ethylsulfonyl azetidine and nitrile pattern together.

Typical Applications

  • Baricitinib side-chain coupling: Used as the activated alkene partner in addition chemistry that installs the N-ethylsulfonylazetidine–acetonitrile fragment into the developing heterocyclic framework.
  • Azetidine-containing pyrazole analogues: Used in reported analogue synthesis as an unsaturated nitrile building block, generating related side-chain structures while preserving the sulfonylated azetidine ring.

Specifications

Parameter Specification Test Method
Appearance Solid; color consistent with the reference sample Visual inspection
Identification Consistent with authenticated reference FTIR fingerprint comparison
Chromatographic purity ≥98.0 area% HPLC with suitable UV or CAD detection
Total organic impurities ≤2.0 area% HPLC, area normalization
Largest individual impurity ≤1.0 area% HPLC, area normalization
Water ≤1.0% w/w Karl Fischer titration

Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.

Documents & Handling

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

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SDS

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