ChemicalBook > CAS DataBase List > 4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
- Product Name
- 4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
- CAS No.
- 941685-27-4
- Chemical Name
- 4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
- Synonyms
- INCB032304;CS-1703;RROLO[2,3-D]PYRIMIDINE;-7-((2-(trimethylsilyl);Baricitinib Impurity N2;Barretinib Intermediate 1;INCB032304, 10 mM in DMSO;4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl-7H-p...;4-(1H-pyrazol-4-yl)-7-((2-trimethylsilanylethoxy)methyl)-7H-pyrrolo[2,3-d]p;4-(4-Pyrazolyl)-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine
- CBNumber
- CB72467325
- Molecular Formula
- C15H21N5OSi
- Formula Weight
- 315.45
- MOL File
- 941685-27-4.mol
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4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine Property
- Boiling point:
- 501.8±50.0 °C(Predicted)
- Density
- 1.20±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 10.87±0.50(Predicted)
- form
- solid
- color
- White to off-white
- InChI
- InChI=1S/C15H21N5OSi/c1-22(2,3)7-6-21-11-20-5-4-13-14(12-8-18-19-9-12)16-10-17-15(13)20/h4-5,8-10H,6-7,11H2,1-3H3,(H,18,19)
- InChIKey
- AVMLPTWVYQXRSV-UHFFFAOYSA-N
- SMILES
- C1=NC(C2=CNN=C2)=C2C=CN(COCC[Si](C)(C)C)C2=N1
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- ADE001297
- Product name
- 4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $1300
- Updated
- 2025/07/31
TRC
- Product number
- P847000
- Product name
- 4-(1H-Pyrazol-4-yl)-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine
- Packaging
- 100mg
- Price
- $1320
- Updated
- 2021/12/16
TRC
- Product number
- P847000
- Product name
- 4-(1H-Pyrazol-4-yl)-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine
- Packaging
- 10mg
- Price
- $165
- Updated
- 2021/12/16
ChemScene
- Product number
- CS-M2189
- Product name
- 4-(1H-Pyrazol-4-yl)-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine
- Purity
- >97.0%
- Packaging
- 10g
- Price
- $186
- Updated
- 2021/12/16
Matrix Scientific
- Product number
- 035271
- Product name
- 4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)-methyl)-7H-pyrrolo[2,3-d]pyrimidine
- Packaging
- 1g
- Price
- $325
- Updated
- 2021/12/16
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4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine Chemical Properties,Usage,Production
Chemical Properties
4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine is a solid, it is incompatible with strong oxidizing agents.
Uses
4-(1H-Pyrazol-4-yl)-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine is an important intermediate in the preparation of the janus kinase inhibitor INCB018424.
Synthesis
To a flask equipped was added 4-chloro-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine and dioxane and then added 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole followed by a solution of potassium carbonate in water. The solution was degassed by passing a stream of nitrogen through the solution for 15 minutes before being treated with tetrakis(triphenylphosphine)palladium(0), and the resulting reaction mixture was heated at reflux (about 90° C) for 2 hours. When the reaction was complete, the mixture was cooled to room temperature and diluted with ethyl acetate and water. The two layers were separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over sodium sulfate (Na2SO4), and concentrated under reduced pressure. The residue was suspended in toluene, and the solvent was removed under reduced pressure. The residue was finally triturated with methyl tert-butyl ether, and the solid was collected by filtration and washed with MTBE to afford 4-(1H-pyrazol-4-yl)-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine (yield 64%) as white crystalline solids.
Toxicity evaluation
4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine has acute oral toxicity, it is harmful if swallowed.
References
[1] Patent: US2010/190981, 2010, A1. Location in patent: Page/Page column 75-76
[2] Patent: EP3360878, 2018, A1. Location in patent: Paragraph 0140; 0145
[3] Patent: WO2016/35014, 2016, A1. Location in patent: Page/Page column 27
4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine manufacturers
Hefei Lbao Physical & Chemical Science Co.,Ltd
- Product
- 4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine 941685-27-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-11-28
Shaanxi Dideu New Materials Co. Ltd
- Product
- 4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine 941685-27-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kg
- Release date
- 2025-06-10
Jinan Finer Chemical Co., Ltd
- Product
- 4-(1H-Pyrazol-4-yl)-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine 941685-27-4
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1g/Bag
- Purity
- 99%
- Supply Ability
- 20mt/year
- Release date
- 2021-07-09
941685-27-4, 4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidineRelated Search:
4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidine
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[4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl pivalate
2-(1-(ethylsulfonyl)-3-(4-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile
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Baricitinib
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