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[1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE

Product Name
[1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE
CAS No.
52568-28-2
Chemical Name
[1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE
Synonyms
2-(Pyridin-2-yl)propan-2-aMine;104193;2-(2-Pyridyl)-2-propylaMine;Huang hydrosilylation catalyst;2-(Pyridin-2-yl)isopropyl amine;α,α-Dimethyl-2-pyridinemethanamine;2-Pyridinemethanamine, α,α-dimethyl-;[1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE;2-(Pyridin-2-yl)isopropyl amine 95% (GC);alpha,alpha-DiMethyl-2-pyridineMethanaMine
CBNumber
CB6828925
Molecular Formula
C8H12N2
Formula Weight
136.19
MOL File
52568-28-2.mol
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[1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE Property

Boiling point:
212.7±15.0 °C(Predicted)
Density 
0.9800 g/mL at 25℃
refractive index 
n/D1.516
Flash point:
79℃
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
9.40±0.50(Predicted)
form 
liquid
Appearance
Colorless to light yellow Liquid
InChI
InChI=1S/C8H12N2/c1-8(2,9)7-5-3-4-6-10-7/h3-6H,9H2,1-2H3
InChIKey
DQSQBZXDMHDHEO-UHFFFAOYSA-N
SMILES
NC(C)(C1=NC=CC=C1)C
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Safety

Hazard Codes 
Xn
Risk Statements 
22
HS Code 
2933399990
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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

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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
802166
Product name
2-(Pyridin-2-yl)isopropyl amine
Purity
95% (GC)
Packaging
500mg
Price
$94.4
Updated
2025/07/31
Apolloscientific
Product number
OR470173
Product name
2-(2-Pyridyl)-2-propylamine
Purity
97%
Packaging
250mg
Price
$85
Updated
2021/12/16
SynQuest Laboratories
Product number
3H30-1-HF
Product name
2-(2-Pyridyl)-2-propylamine
Purity
97%
Packaging
250mg
Price
$93
Updated
2021/12/16
Apolloscientific
Product number
OR470173
Product name
2-(2-Pyridyl)-2-propylamine
Purity
97%
Packaging
1g
Price
$166
Updated
2021/12/16
SynQuest Laboratories
Product number
3H30-1-HF
Product name
2-(2-Pyridyl)-2-propylamine
Purity
97%
Packaging
1g
Price
$183
Updated
2021/12/16
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[1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE Chemical Properties,Usage,Production

Uses

The Shi Auxiliary is a powerful directing group for the hydroxylation of arenes through copper-mediated C-H activation. This useful auxiliary can be removed through acid-mediated hydrolysis and has shown to be done on gram-scale.

General Description

2-(Pyridin-2-yl)isopropyl amine (PIP-amine) is a tertiary amine. A bidentate directing group, useful for the functionalization of C-H bond, has been developed from PIP-amine.

reaction suitability

reagent type: catalyst
reagent type: ligand
reaction type: C-H Activation

Synthesis

100-70-9

917-54-4

52568-28-2

General procedure for the synthesis of α,α-dimethyl-2-pyridinemethanamine from 2-cyanopyridine and methyllithium: Anhydrous cerium(III) chloride (35 g, 144 mmol) was mixed with THF (240 mL) under nitrogen protection and stirred for 30 min to form a slurry. The mixture was cooled to -76°C in a dry ice-acetone bath. An ether solution of 1.6 M methyl lithium (90 mL, 144 mmol) was slowly added dropwise, and the rate of dropwise acceleration was controlled to keep the reaction temperature below -60°C. After the dropwise addition was completed, stirring was continued for 30 minutes. The reaction mixture was again cooled to -76 °C, and then a THF (20 mL) solution of 2-cyanopyridine (5 g, 48 mmol) was slowly added, ensuring that the reaction temperature did not exceed -60 °C. The mixture was stirred in a dry ice bath for 15 minutes and then removed from the cooling bath to allow the reaction mixture to slowly warm up to 15 °C. Subsequently, the reaction mixture was placed back in the dry ice bath to cool and ammonium hydroxide (90 mL) was added with stirring. The reaction mixture was allowed to warm to room temperature and stirred overnight. Upon completion of the reaction, the solution was poured out of the mixture and the solids were washed well with THF. The filtrate and washings were combined and the solvent was evaporated to give 1-methyl-1-(pyridin-2-yl)ethylamine in quantitative yield. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 8.52 (d, J=4.0 Hz, 1H), 7.60 (td, J=7.7,1.6 Hz, 1H), 7.42 (d, J=7.9 Hz, 1H), 7.15-7.08 (m, 1H), 1.47 (s, 6H).

References

[1] Patent: WO2009/131814, 2009, A2. Location in patent: Page/Page column 43
[2] Journal of the American Chemical Society, 2014, vol. 136, # 33, p. 11574 - 11577
[3] Angewandte Chemie - International Edition, 2013, vol. 52, # 51, p. 13588 - 13592
[4] Angew. Chem., 2013, vol. 125, # 51, p. 13833 - 13837,5
[5] Patent: WO2005/97750, 2005, A1. Location in patent: Page/Page column 147-148

[1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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[1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE Suppliers

China 69 France 1 India 1 United Kingdom 1 United States 7 Global 79
Wuhan YlypharmTech Co.,L
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027-87212669 15927337358
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SynAsst Chemical.
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Cochemical Ltd.
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Sigma-Aldrich
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View Lastest Price from [1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE manufacturers

Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
Product
[1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE 52568-28-2
Price
US $0.00-0.00/kg
Min. Order
0.10000000149011612kg
Purity
98%+
Supply Ability
100kg
Release date
2023-03-08

52568-28-2, [1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINERelated Search:

5-phenyl-5-pyridin-2-yl-imidazolidine-2,4-dione 1-PYRIDIN-2-YL-CYCLOPROPYLAMINE DIHYDROCHLORIDE Cyclopropanamine, 1-(2-pyridinyl)- (9CI) 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-2-MORPHOLINO-2-PHENYLACETONITRILE 2-(4-CHLOROPHENYL)-2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-2-MORPHOLINOACETONITRILE 5-METHYL-5-PYRIDIN-2-YL-IMIDAZOLIDINE-2,4-DIONE 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-2-(2-FLUOROPHENYL)-2-MORPHOLINOACETONITRILE 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-2-MORPHOLINO-2-(2-PYRIDINYL)ACETONITRILE 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-2-MORPHOLINO-2-(4-PYRIDINYL)ACETONITRILE 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-2-MORPHOLINO-4-PHENYL-3-BUTENENITRILE 2-amino-2-pyridin-2-ylpropanoic acid 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-2-MORPHOLINO-2-(2-THIENYL)ACETONITRILE 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-2-MORPHOLINO-2-[3-(TRIFLUOROMETHYL)PHENYL]ACETONITRILE [1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE

  • [1-METHYL-1-(PYRIDIN-2-YL)ETHYL]AMINE
  • alpha,alpha-DiMethyl-2-pyridineMethanaMine
  • 2-(2-Pyridyl)-2-propylaMine
  • 2-(Pyridin-2-yl)propan-2-aMine
  • [(E)-N-(1-(6-((Di-tert-butylphosphino)oxy)-pyridin-2-yl)ethylidene)-2,6-diisopropylaniline]iron dichloride
  • 2-(Pyridin-2-yl)isopropyl amine
  • Huang hydrosilylation catalyst
  • 2-(Pyridin-2-yl)isopropyl amine 95% (GC)
  • 104193
  • 2-Pyridinemethanamine, α,α-dimethyl-
  • α,α-Dimethyl-2-pyridinemethanamine
  • 52568-28-2