2-Methoxy-5-nitro-3-picoline
- Product Name
- 2-Methoxy-5-nitro-3-picoline
- CAS No.
- 89694-10-0
- Chemical Name
- 2-Methoxy-5-nitro-3-picoline
- Synonyms
- 2-METHOXY-5-NITRO-3-PICOLINE;2-Bromo-8-(trifluoromethyl)pyridine;Pyridine,2-Methoxy-3-Methyl-5-nitro-;2-Methoxy-3-methyl-5-nitropyridine 98%;2-Methoxy-5-nitro-3-picoline ISO 9001：2015 REACH
- CBNumber
- CB6361903
- Molecular Formula
- C7H8N2O3
- Formula Weight
- 168.15
- MOL File
- 89694-10-0.mol
2-Methoxy-5-nitro-3-picoline Property
- Boiling point:
- 279.7±35.0 °C(Predicted)
- Density
- 1.247±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- -0.34±0.20(Predicted)
- Appearance
- Off-white to light yellow Solid
- InChI
- InChI=1S/C7H8N2O3/c1-5-3-6(9(10)11)4-8-7(5)12-2/h3-4H,1-2H3
- InChIKey
- HEDKXDCXKNQWEX-UHFFFAOYSA-N
- SMILES
- C1(OC)=NC=C([N+]([O-])=O)C=C1C
- CAS DataBase Reference
- 89694-10-0(CAS DataBase Reference)
Safety
- HS Code
- 2933399990
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.
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M330683
- Product name
- 2-Methoxy-3-methyl-5-nitropyridine
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- Q552
- Product name
- 2-Methoxy-5-nitro-3-picoline
- Packaging
- 250mg
- Price
- $16
- Updated
- 2021/12/16
- Product number
- 4H54-1-FL
- Product name
- 2-Methoxy-3-methyl-5-nitropyridine
- Packaging
- 1g
- Price
- $84
- Updated
- 2021/12/16
- Product number
- Q552
- Product name
- 2-Methoxy-5-nitro-3-picoline
- Packaging
- 5g
- Price
- $105
- Updated
- 2021/12/16
- Product number
- 4H54-1-FL
- Product name
- 2-Methoxy-3-methyl-5-nitropyridine
- Packaging
- 5G
- Price
- $212
- Updated
- 2021/12/16
2-Methoxy-5-nitro-3-picoline Chemical Properties,Usage,Production
Chemical Properties
Off-white solid
Uses
2-Methoxy-3-methyl-5-nitropyridine is used in the preparation of heteroaromatic cyanoindoline derivative for use as NIK inhibitors.
Synthesis
22280-56-4
124-41-4
89694-10-0
1. 3-Methyl-5-nitropyridin-2-ol (134 g, 0.872 mol) was divided equally into three equal portions and placed in three 1L round bottom flasks. Phosphorus oxychloride (POCl3, 200mL) was added to each flask and the mixture was heated to reflux for 2 hours. Upon completion of the reaction, the solution was cooled and the excess POCl3 was removed under vacuum. the residue was slowly poured into ice water (1 L) under stirring, the precipitate was collected by filtration, and air-dried for 20 minutes. The products were combined and recrystallized using a hexane solution of 10% ethyl acetate (300 mL) and air dried to give 2-chloro-3-methyl-5-nitropyridine (139 g, 92% yield) as a white solid, which could be used in the next reaction without further purification. Product characterization data: 1H NMR (300MHz, CDCl3) δ 9.04 (d, J=2.5Hz, 1H), 8.33 (d, J=2.2Hz, 1H), 2.50 (s, 3H). 2. 2-Chloro-3-methyl-5-nitropyridine (139 g, 0.806 mol) prepared in the above steps was divided into two equal portions and placed in two 2L round-bottomed flasks and methanol (500 mL) was added. The solution was cooled in a dry ice/isopropanol bath and solid sodium methanol (26.5 g, 0.467 mol) was added in batches, controlling the reaction temperature below 20 °C. After the addition was completed, the mixture was heated to reflux for 1 hour. At the end of the reaction, the mixture was cooled and diluted with ice water (500 mL) to produce a white precipitate, which was collected by filtration. The combined filter cake was washed with water and air dried to give 2-methoxy-3-methyl-5-nitropyridine (127 g, 97% yield) as a white solid. Product characterization data: 1H NMR (400 MHz, CDCl3) δ 8.91 (d, J=2.0 Hz, 1H), 8.16 (s, 1H), 4.06 (s, 3H), 2.25 (s, 3H); 13C NMR (100 MHz, CDCl3) δ 165.83,141.91,139.37,132.92, 121.77,54.83,15.84. The analyzed sample was recrystallized from hexane to obtain white needle-like crystals with the melting point of 95-96.5 ℃. Elemental analysis results (C7H8N2O3): calculated value C 50.00, H 4.79, N 16.66; measured value C 49.73, H 5.02, N 16.48.
References
[1] Patent: US2010/29684, 2010, A1. Location in patent: Page/Page column 5; 14
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 23, p. 7653 - 7668
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 9, p. 3056 - 3062
2-Methoxy-5-nitro-3-picoline Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Methoxy-5-nitro-3-picoline manufacturers
- Product
- 2-Methoxy-5-nitro-3-picoline 89694-10-0
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons min
- Release date
- 2021-08-26
- Product
- 2-Methoxy-5-nitro-3-picoline 89694-10-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 95-99%
- Supply Ability
- 1ton
- Release date
- 2019-12-30