ChemicalBook > CAS DataBase List > N-Boc-3-Cyanopiperidine

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
American Custom Chemicals Corporation
Product number
CHM0018284
Product name
1-N-BOC-3-CYANOPIPERIDINE
Purity
95.00%
Packaging
1G
Price
$692.46
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
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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

91419-53-3, N-Boc-3-CyanopiperidineRelated Search:

ETHYL 2-CYANOACRYLATE Methylene dithiocyanate Haloperidol Sodium cyanoborohydride DROPERIDOL tert-butyl 3-bromoazetidine-1-carboxylate 1-Boc-3-Cyanoazetidine 1-Boc-3-pyrrolidinecarbaldehyde 4-N-Boc-2-cyanopiperidine DI-TERT-BUTYL ETHER 1-Boc-4-cyanopiperidine (S)-1-N-BOC-3-CYANO-PIPERIDINE (S)-1-N-Boc-3-cyanopiperidine (R)-1-N-BOC-3-CYANO-PIPERIDINE 3-CYANO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Diphenoxylate 1-Boc-2-cyanopiperidine TERT-BUTYL N-(2-CYANOETHYL)CARBAMATE

  • 1-N-BOC-PIPERIDINE-3-CARBONITRILE
  • (+/-)-1-N-BOC-3-CYANO-PIPERIDINE
  • 1-N-BOC-3-CYANOPIPERIDINE
  • 3-CYANO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • 1-Boc-3-cyanopiperdine
  • 1-Piperidinecarboxylic acid, 3-cyano-, 1,1-dimethylethyl este
  • (R)-N-1-BOC-3-CYANOPIPERDINE
  • 1-N-BOC-3-CYANOPIPERDINE
  • 1-tert-Butoxycarbonyl-3-cyanopiperidine
  • N-BOC-3-CYANO-PIPERIDINE
  • TERT-BUTYL-3-CYANOPIPERIDINE-1-CARBOXYLATE
  • 1-Boc-3-cyanopiperidine
  • 1-Boc-3-cyanopiperidin
  • 1-Boc-piperidine-3-carbonitrile
  • 3-Cyano-piperidine-1-carboxylic
  • N-Boc-3-Cyanopiperid
  • N-BOC-CYANOPIPERIDINE
  • 3-cyano-1-N-Boc-piperidine
  • 1-tert-Butoxycarbonyl-3-cyanopiperidine &gt
  • 1-Piperidinecarboxylic acid, 3-cyano-, 1,1-dimethylethyl ester
  • 1-Boc-3-piperidinecarbonitrile
  • 1-tert-Butoxycarbonyl-3-piperidinecarbonitrile
  • 3-Cyano-1-piperidinecarboxylic Acid tert-Butyl Ester
  • tert-Butyl 3-Cyano-1-piperidinecarboxylate
  • 91419-53-3
  • Piperidine