2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile
- CAS No.
- 1187595-85-2
- Chemical Name:
- 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile
- Synonyms
- 2-[1-(Ethylsulfonyl)-3-azetidinylidene]acetonitrile;Baricitinib-010;Baricitinib Intermediates;Baricitinib intermediate 2;[1-(ethylsulfonyl)azetidin-3-ylidene]acetonitrile;2-(1-ETHYLSULFONY)AZETIDIN-3-YLIDENE)ACETONITRILE;(1-Ethanesulfonyl-azetidin-3-ylidene)-acetonitrile;2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile;2-[1-(ethanesulfonyl)azetidin-3-ylidene]acetonitrile;2-[1-(ethyl sulfonyl) -3-azacyclobutyl] acetonitrile
- CBNumber:
- CB62715957
- Molecular Formula:
- C7H10N2O2S
- Molecular Weight:
- 186.23
- MOL File:
- 1187595-85-2.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/30 14:17:11
| Melting point | 67-69°C |
|---|---|
| Boiling point | 360.8±52.0 °C(Predicted) |
| Density | 1.33±0.1 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| pka | -8.49±0.20(Predicted) |
| form | Solid |
| color | Off-White to Light Yellow |
| InChI | InChI=1S/C7H10N2O2S/c1-2-12(10,11)9-5-7(6-9)3-4-8/h3H,2,5-6H2,1H3 |
| InChIKey | HQUIOHSYUKWGOM-UHFFFAOYSA-N |
| SMILES | C(#N)/C=C1\CN(S(CC)(=O)=O)C\1 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H319-H335-H302+H312+H332-H315 |
| Precautionary statements | P280-P301+P312-P362+P364 |
| HS Code | 2933998090 |
2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile Chemical Properties,Uses,Production
Uses
2-(1-(Ethylsulfonyl)azetidin-3-ylidene)acetonitrile is an intermediate in the synthesis of Baricitinib, a JAK 1 and 2 inhibitor used in the treatment of rheumatoid arthritis.
Synthesis
2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile is synthesized by first treating azetidine-3-ol hydrochloride with an equimolar equivalent of an alkanesulfonyl chloride, preferably ethanesulfonyl chloride, to give l-ethylsulfonylazetidin-3-ol. Preferably, the reaction is performed in a biphasic solution comprising a mixture of an organic phase and a aqueous phase, preferably THF with an aqueous solution which is basic, while maintaining the solution at room temperature or a temperature slightly below room temperature, preferably 20 °C. The reaction is followed to completion using standard monitoring techniques. Typically, the reaction is complete within 1 to 5 hours. The organic layer is removed, preferably by distillation, and the aqueous layer is extracted with an appropriate solvent such as toluene, p-cymene, and CPME. Preferably the extraction solvent is toluene. Alternatively, the toluene extractions can be excluded if recrystallization of 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile is performed.
2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Bulat Pharmaceutical Pvt Ltd | +91-8448085659 +91-8448085660 | Haryana, India | 123 | 58 | Inquiry |
| V AND V PHARMA INDUSTRIES | +91 9773615371 | Maharashtra, India | 57 | 58 | Inquiry |
| SETV ASRV LLP | +91-9731133411 +91-9731133411 | Telangana, India | 531 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Shanghai Jinli Pharmaceutical Co.,Ltd | +86-21-57256005 +86-15921811235 | China | 20 | 58 | Inquiry |
| Jinan Million Pharmaceutical Co., Ltd | 0531-68659554 +8613031714605 | China | 217 | 58 | Inquiry |
| Hangzhou ICH Biofarm Co., Ltd | +86-0571-28186870; +undefined8613073685410 | China | 998 | 58 | Inquiry |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | China | 29798 | 60 | Inquiry |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | China | 18656 | 58 | Inquiry |