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3-AMINO-2-PHENYLPYRIDINE

Product Name
3-AMINO-2-PHENYLPYRIDINE
CAS No.
101601-80-3
Chemical Name
3-AMINO-2-PHENYLPYRIDINE
Synonyms
Abametapir Impurity 6;2-Phenylpyridin-3-amine;2-PHENYL-3-PYRIDINAMINE;2-phenyl-3-aminopyridine;3-AMINO-2-PHENYLPYRIDINE;3-Pyridinamine, 2-phenyl-;2-PHENYL-PYRIDIN-3-YLAMINE;3-AMINO-2-PHENYLPYRIDINE ISO 9001:2015 REACH;2-Phenylpyridin-3-amine, (3-Aminopyridin-2-yl)benzene
CBNumber
CB0483793
Molecular Formula
C11H10N2
Formula Weight
170.21
MOL File
101601-80-3.mol
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3-AMINO-2-PHENYLPYRIDINE Property

Melting point:
62-64 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
Boiling point:
119-121 °C(Press: 0.35 Torr)
Density 
1.133±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
pka
5.37±0.10(Predicted)
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Safety

Hazard Codes 
Xi
Hazard Note 
Irritant
HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

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

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N-Bromosuccinimide Price

TRC
Product number
A615975
Product name
3-Amino-2-phenylpyridine
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
A615975
Product name
3-Amino-2-phenylpyridine
Packaging
500mg
Price
$85
Updated
2021/12/16
AK Scientific
Product number
Z6363
Product name
3-Amino-2-phenylpyridine
Packaging
1g
Price
$139
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA51203
Product name
3-Amino-2-phenylpyridine
Packaging
1g
Price
$148.7
Updated
2021/12/16
SynQuest Laboratories
Product number
3H30-1-B6
Product name
3-Amino-2-phenylpyridine
Packaging
250mg
Price
$48
Updated
2021/12/16
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3-AMINO-2-PHENYLPYRIDINE Chemical Properties,Usage,Production

Uses

3-Amino-2-phenylpyridine is arylpyridine building block that can be prepared using palladium charcoal-catalyzed Suzuki-Miyaura coupling using halopyridinamine and phenylboronic acid as starting materials.

Synthesis

6298-19-7

98-80-6

101601-80-3

General procedure for the synthesis of 2-phenyl-3-aminopyridine from 3-amino-2-chloropyridine and phenylboronic acid: palladium acetate (224.5 mg, 1.00 mmol) and triphenylphosphine (1.05 g, 4.00 mmol) were dissolved in toluene (1000 mL) and stirred for 15 min at room temperature. Subsequently, phenylboronic acid (114 g, 935 mmol), 2-chloro-3-aminopyridine (100 g, 778 mmol), benzaldehyde (83.4 g, 786 mmol) and additional toluene (500 mL) were added to the reaction system. Next, a solution prepared from sodium carbonate (200 g, 1.89 mol) dissolved in water (1500 mL) was added. The reaction mixture was heated to reflux and maintained for 18 hours and then cooled to room temperature. Upon completion of the reaction, the organic and aqueous layers were separated. The organic layer was washed with water (500 mL) and subsequently acidified by adding 2.5 M aqueous hydrochloric acid (630 mL). The aqueous layer was separated and washed with toluene (300 mL). The pH of the aqueous layer was adjusted to 12-13 using 50% aqueous sodium hydroxide, followed by extraction with methyl tert-butyl ether (500 mL). The organic layers were combined, concentrated and the target product 2-phenyl-3-aminopyridine (128 g, 97% yield) was obtained by crystallization from diisopropyl ether. The melting point was determined to be 67-68 °C. 1H NMR (300 MHz, CDCl3) δ 3.88 (broad peak, 2H), 7.02-7.11 (multiple peaks, 2H), 7.28-7.53 (multiple peaks, 3H), 7.67-7.71 (multiple peaks, 2H), 8.13-8.16 (multiple peaks, 1H). 13C NMR (100 MHz. CDCl3) δ 122.57, 122.96, 128.14, 128.38, 128.72, 138.54, 139.86, 139.93, 144.93.

References

[1] Journal of Organic Chemistry, 2003, vol. 68, # 24, p. 9412 - 9415
[2] Patent: US6316632, 2001, B1
[3] European Journal of Organic Chemistry, 2012, # 31, p. 6248 - 6259,12
[4] European Journal of Organic Chemistry, 2012, # 31, p. 6248 - 6259
[5] Tetrahedron Letters, 2005, vol. 46, # 20, p. 3573 - 3577

3-AMINO-2-PHENYLPYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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3-AMINO-2-PHENYLPYRIDINE Suppliers

Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
Apollo Scientific Ltd.
Tel
--
Fax
--
Email
sales@apolloscientific.co.uk
Country
United Kingdom
ProdList
6084
Advantage
88
Atlantic Research Chemicals Ltd.
Tel
--
Fax
--
Email
info@atlantic-chemicals.com
Country
United Kingdom
ProdList
5618
Advantage
63
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View Lastest Price from 3-AMINO-2-PHENYLPYRIDINE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
3-AMINO-2-PHENYLPYRIDINE 101601-80-3
Price
US $1.10/g
Min. Order
1g
Purity
99.0% min
Supply Ability
100 tons min
Release date
2021-04-30