N-Boc-3-Cyanopiperidine
- Product Name
- N-Boc-3-Cyanopiperidine
- CAS No.
- 91419-53-3
- Chemical Name
- N-Boc-3-Cyanopiperidine
- Synonyms
- N-Boc-3-Cyanopiperid;N-BOC-CYANOPIPERIDINE;1-Boc-3-cyanopiperdine;1-Boc-3-cyanopiperidin;1-Boc-3-cyanopiperidine;N-BOC-3-CYANO-PIPERIDINE;1-N-BOC-3-CYANOPIPERDINE;1-N-BOC-3-CYANOPIPERIDINE;3-cyano-1-N-Boc-piperidine;(R)-N-1-BOC-3-CYANOPIPERDINE
- CBNumber
- CB3200069
- Molecular Formula
- C11H18N2O2
- Formula Weight
- 210.27
- MOL File
- 91419-53-3.mol
N-Boc-3-Cyanopiperidine Property
- Melting point:
- 60-65℃
- Boiling point:
- 40°C/30mmHg(lit.)
- Density
- 1.07±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- soluble in Methanol
- pka
- -3.42±0.40(Predicted)
- form
- Powder
- color
- White to yellow
- Sensitive
- Moisture Sensitive
- InChI
- InChI=1S/C11H18N2O2/c1-11(2,3)15-10(14)13-6-4-5-9(7-12)8-13/h9H,4-6,8H2,1-3H3
- InChIKey
- UEFZTXGFHKPSFS-UHFFFAOYSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CCCC(C#N)C1
- CAS DataBase Reference
- 91419-53-3(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,N
- Risk Statements
- 22-36/37/38-50
- Safety Statements
- 26-61
- RIDADR
- UN 3077 9 / PGIII
- WGK Germany
- 3
- HazardClass
- 6.1
- PackingGroup
- III
- HS Code
- 29335990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
H400Very toxic to aquatic life
- Precautionary statements
-
P273Avoid release to the environment.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 735728
- Product name
- 1-Boc-piperidine-3-carbonitrile
- Purity
- 95%
- Packaging
- 1g
- Price
- $45.6
- Updated
- 2023/06/20
- Product number
- B4515
- Product name
- 1-tert-Butoxycarbonyl-3-cyanopiperidine
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $42
- Updated
- 2024/03/01
- Product number
- B4515
- Product name
- 1-tert-Butoxycarbonyl-3-cyanopiperidine
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $166
- Updated
- 2021/12/16
- Product number
- B646170
- Product name
- N-Boc-3-Cyanopiperidine
- Packaging
- 25g
- Price
- $440
- Updated
- 2021/12/16
- Product number
- CHM0018284
- Product name
- 1-N-BOC-3-CYANOPIPERIDINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $692.46
- Updated
- 2021/12/16
N-Boc-3-Cyanopiperidine Chemical Properties,Usage,Production
Uses
N-Boc-3-Cyanopiperidine is an intermediate used to prepare inhibitors of aurora kinases based on the imidazo-[1,2-a]-Pyrazine core.
Synthesis
91419-49-7
91419-53-3
General procedure for the synthesis of tert-butyl 3-cyanopiperidine-1-carboxylate (3) from N-BOC-3-piperidinecarboxamide: To a solution of tert-butyl-3-carbamoylpiperidine-1-carboxylate (2) (1.0 g, 4 mmol) in anhydrous methylene chloride (20 mL) was added triethylamine (3.1 g, 31.0 mmol), followed by a slow, dropwise addition of trifluoroacetic acid anhydride (4.1 g , 20.0 mmol). The reaction mixture was gradually warmed to room temperature and stirred continuously for 16 hours. Upon completion of the reaction, the mixture was partitioned between dichloromethane (50 mL) and water (50 mL). The organic phase was washed with saturated sodium bicarbonate solution (100 mL) and subsequently dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to give a viscous liquid product 3 (800 mg, 87% yield).1H NMR (400 MHz, CDCl3) δ 1.49 (s, 9H), 1.77 (m, 2H), 1.97 (brs, 1H), 2.66 (m, 1H), 3.35-3.84 (brs, 4H).
References
[1] Patent: US2009/215822, 2009, A1. Location in patent: Page/Page column 11
[2] Patent: WO2006/123257, 2006, A2. Location in patent: Page/Page column 34
[3] Journal of the American Chemical Society, 2018, vol. 140, # 5, p. 1627 - 1631
[4] Tetrahedron, 2002, vol. 58, # 18, p. 3561 - 3577
[5] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 00606
N-Boc-3-Cyanopiperidine Preparation Products And Raw materials
Raw materials
Preparation Products
N-Boc-3-Cyanopiperidine Suppliers
- Tel
- 320-37350700
- Fax
- +32 (0)37350701
- sales@tcieurope.eu
- Country
- Europe
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- export@ecochem.dk
- Country
- Europe
- ProdList
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- Sales@kemikalieimport.dk
- Country
- Europe
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View Lastest Price from N-Boc-3-Cyanopiperidine manufacturers
- Product
- N-Boc-3-Cyanopiperidine 91419-53-3
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2018-12-17