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

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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)

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 735728
Product name: 1-Boc-piperidine-3-carbonitrile
Purity: 95%
Packaging: 1g
Price: $45.6
Updated: 2023/06/20

TCI Chemical

Product number: B4515
Product name: 1-tert-Butoxycarbonyl-3-cyanopiperidine
Purity: >98.0%(GC)
Packaging: 1g
Price: $42
Updated: 2024/03/01

TCI Chemical

Product number: B4515
Product name: 1-tert-Butoxycarbonyl-3-cyanopiperidine
Purity: >98.0%(GC)
Packaging: 5g
Price: $166
Updated: 2021/12/16

TRC

Product number: B646170
Product name: N-Boc-3-Cyanopiperidine
Packaging: 25g
Price: $440
Updated: 2021/12/16

Matrix Scientific

Product number: 073251
Product name: 1-N-Boc-3-Cyanopiperidine
Purity: 95+%
Packaging: 1g
Price: $10
Updated: 2021/12/16

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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

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N-Boc-3-Cyanopiperidine Suppliers

Americas 1 Canada 1 China 150 Europe 3 France 1 Germany 2 India 3 United Kingdom 8 United States 35 Global 204

Chengdu Firster Pharmaceutical Co., Ltd.

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J & K SCIENTIFIC LTD.

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ForeChem (Nantong) Technology Co.,Ltd.

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TCI (Shanghai) Development Co., Ltd.

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Shanghai Chemical Pharm-Intermediate Tech.Co., Ltd.

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JinYan Chemicals(ShangHai) Co.,Ltd.

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View Lastest Price from N-Boc-3-Cyanopiperidine manufacturers

Career Henan Chemical Co

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

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91419-53-3

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