5-(Methoxycarbonyl)pyridine-2-carboxylic acid
- Product Name
- 5-(Methoxycarbonyl)pyridine-2-carboxylic acid
- CAS No.
- 17874-79-2
- Chemical Name
- 5-(Methoxycarbonyl)pyridine-2-carboxylic acid
- Synonyms
- 5-(Methoxycarbonyl)picolinic acid;BUTTPARK 43\57-32;2-Carboxy-5-(methoxycarbonyl);5-(Methoxycarbonyl)-2-Pyridine;5-(Methoxvcarbonvl)picolinicacid;5-methoxycarbonyl-2-pyridinecarboxylate;5-(methoxycarbonyl)pyridine-2-carboxylate;5-(Methoxycarbonyl)-2-pyridinecarboxylicaci;5-(Methoxycarbonyl)pyridine-2-carboxyic acid;Pyridine-2,5-dicarboxylic acid 5-methyl ester
- CBNumber
- CB7263738
- Molecular Formula
- C8H7NO4
- Formula Weight
- 181.15
- MOL File
- 17874-79-2.mol
5-(Methoxycarbonyl)pyridine-2-carboxylic acid Property
- Melting point:
- 187 °C
- Boiling point:
- 347.9±27.0 °C(Predicted)
- Density
- 1.361±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Sparingly, Heated), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 3.21±0.10(Predicted)
- color
- White to Off-White
- Stability:
- Hygroscopic
- InChI
- InChI=1S/C8H7NO4/c1-13-8(12)5-2-3-6(7(10)11)9-4-5/h2-4H,1H3,(H,10,11)
- InChIKey
- NTCKZTBRFXTYBD-UHFFFAOYSA-N
- SMILES
- C1(C(O)=O)=NC=C(C(OC)=O)C=C1
- CAS DataBase Reference
- 17874-79-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-22
- Safety Statements
- 26-36/37/39-22
- HazardClass
- IRRITANT
- HS Code
- 29333990
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
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
N-Bromosuccinimide Price
- Product number
- M261640
- Product name
- 5-(Methoxycarbonyl)picolinicAcid
- Packaging
- 25g
- Price
- $185
- Updated
- 2021/12/16
- Product number
- 043124
- Product name
- 5-(Methoxycarbonyl)-2-pyridinecarboxylic acid
- Purity
- 95+%
- Packaging
- 100g
- Price
- $418
- Updated
- 2021/12/16
- Product number
- CHM0026795
- Product name
- 5-(METHOXYCARBONYL)PYRIDINE-2-CARBOXYLIC ACID
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $692.46
- Updated
- 2021/12/16
- Product number
- CHM0026795
- Product name
- 5-(METHOXYCARBONYL)PYRIDINE-2-CARBOXYLIC ACID
- Purity
- 95.00%
- Packaging
- 2.5G
- Price
- $932.6
- Updated
- 2021/12/16
- Product number
- CHM0026795
- Product name
- 5-(METHOXYCARBONYL)PYRIDINE-2-CARBOXYLIC ACID
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1114.58
- Updated
- 2021/12/16
5-(Methoxycarbonyl)pyridine-2-carboxylic acid Chemical Properties,Usage,Production
Chemical Properties
Off-white powder
Uses
Compound has been shown to have insulin mimetic properties.
Synthesis
881-86-7
17874-79-2
The general procedure for the synthesis of 5-(methoxycarbonyl)-2-pyridinecarboxylic acid from methyl 2,5-pyridinedicarboxylate was as follows: 5-methyl 2,5-pyridinedicarboxylate (28 g, 0.146 mol) was placed in a 500 mL three-necked, round-bottomed flask assembled with a condenser and a dropping funnel with methanol (260 mL). Sodium hydroxide (6.2 g, 0.155 mol) was added slowly with stirring and the addition process lasted for 3 hours and 30 minutes. Subsequently, the reaction mixture was heated to reflux condition to form a white suspension. Under reflux conditions, 2 M hydrochloric acid solution (121 mL) was added slowly and dropwise over a period of 1 h. The reaction solution gradually changed to yellow color. Upon completion of the reaction, the flask was transferred to an ice-water bath for cooling and the solid product precipitated at room temperature. The precipitate was collected by filtration and washed sequentially with a 2:1 methanol/water mixture (35 mL) and water (50 mL). The resulting solid product was dried overnight at room temperature to yield 19.68 g (75% yield) of the target compound. Nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 300 MHz, DMSO-d6) data: δ 9.12 (m, 1H), 8.40 (dd, J = 2.1 Hz and 8.1 Hz, 1H), 8.12 (dd, J = 0.9 Hz and 8.4 Hz, 1H), 3.89 (s, 3H). Nuclear magnetic resonance carbon (13C NMR, 75.45 MHz, DMSO-d6) data: δ 165.9, 165.0, 152.1, 150.2, 138.8, 128.3, 125.0, 53.2.
References
[1] Tetrahedron Letters, 2005, vol. 46, # 6, p. 967 - 969
[2] Organic Letters, 2004, vol. 6, # 1, p. 3 - 5
[3] European Journal of Organic Chemistry, 2010, # 1, p. 174 - 182
[4] Patent: US2007/231300, 2007, A1. Location in patent: Page/Page column 14
[5] Patent: US2008/103192, 2008, A1. Location in patent: Page/Page column 14
5-(Methoxycarbonyl)pyridine-2-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-(Methoxycarbonyl)pyridine-2-carboxylic acid manufacturers
- Product
- 5-(Methoxycarbonyl)pyridine-2-carboxylic acid 17874-79-2
- Price
- US $5.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2020-01-12