5-cyclopropylpyridin-2-amine
- Product Name
- 5-cyclopropylpyridin-2-amine
- CAS No.
- 893738-68-6
- Chemical Name
- 5-cyclopropylpyridin-2-amine
- Synonyms
- 5-cyclopropylpyridin-2-amine;2-Amino-5-cyclopropylpyridine;2-Pyridinamine, 5-cyclopropyl-
- CBNumber
- CB72499878
- Molecular Formula
- C8H10N2
- Formula Weight
- 134.18
- MOL File
- 893738-68-6.mol
5-cyclopropylpyridin-2-amine Property
- Boiling point:
- 273.5±28.0 °C(Predicted)
- Density
- 1.188±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 6.88±0.13(Predicted)
- Appearance
- Light yellow to yellow Solid
Safety
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- C998240
- Product name
- 5-Cyclopropylpyridin-2-amine
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- CS-W022369
- Product name
- 5-Cyclopropylpyridin-2-amine
- Purity
- 99.09%
- Packaging
- 100mg
- Price
- $70
- Updated
- 2021/12/16
- Product number
- OR307258
- Product name
- 2-Amino-5-cyclopropylpyridine
- Packaging
- 250mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 3H30-1-0R
- Product name
- 2-Amino-5-cyclopropylpyridine
- Packaging
- 250mg
- Price
- $100
- Updated
- 2021/12/16
- Product number
- CS-W022369
- Product name
- 5-Cyclopropylpyridin-2-amine
- Purity
- 99.09%
- Packaging
- 250mg
- Price
- $106
- Updated
- 2021/12/16
5-cyclopropylpyridin-2-amine Chemical Properties,Usage,Production
Synthesis
1072-97-5
411235-57-9
893738-68-6
GENERAL METHOD: 2-amino-5-bromopyridine (1 mmol) and cyclopropylboronic acid (1.3 mmol) were dissolved in toluene (10 mL) under argon protection. Subsequently, anhydrous K3PO4 (3 mmol) and water (1 mL) were added and the reaction mixture was stirred under argon atmosphere for 10 min. Next, tricyclohexylphosphine (10 mol%) and Pd(OAc)2 (5 mol%) were added and the reaction mixture was stirred at 37 °C. The reaction was refluxed until GC-MS analysis showed complete consumption of the feedstock. Upon completion of the reaction, the mixture was cooled to room temperature, filtered through a diatomaceous earth pad, diluted with ethyl acetate (25 mL), washed with water (3 x 20 mL), dried over anhydrous Na2SO4, and concentrated to dryness under reduced pressure. The crude product was purified by silica gel column chromatography using a solvent mixture of methanol and dichloromethane as eluent. 2-Amino-5-cyclopropylpyridine (1a) was obtained in 85% yield. Thin layer chromatography (TLC) Rf = 0.26 (methanol:dichloromethane = 1:19).1H NMR (400 MHz, CDCl3) δ 7.89 (d, J = 2.4 Hz, 1H), 7.11 (dd, J = 8.4, 2.4 Hz, 1H), 6.42 (d, J = 8.4 Hz, 1H), 4.19 (s, 2H), 1.80- 1.73 (m, 1H), 0.93-0.81 (m, 2H), 0.62-0.51 (m, 2H).13C NMR (100 MHz, CDCl3) δ 156.4, 146.2, 135.6, 129.0, 108.4, 12.2, 7.5. GC-MS: retention time tR = 6.724 min (m/z (relative)). abundance) 134 (64.41%)).
References
[1] Tetrahedron Letters, 2017, vol. 58, # 17, p. 1681 - 1683
[2] Tetrahedron, 2012, vol. 68, # 3, p. 900 - 905
[3] Patent: US2011/190269, 2011, A1. Location in patent: Page/Page column 63
[4] Patent: WO2011/92272, 2011, A1. Location in patent: Page/Page column 132; 133
[5] Patent: US2011/201605, 2011, A1. Location in patent: Page/Page column 43
5-cyclopropylpyridin-2-amine Preparation Products And Raw materials
Raw materials
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