3-Aminopyridine-2-carboxylic acid ethyl ester
- Product Name
- 3-Aminopyridine-2-carboxylic acid ethyl ester
- CAS No.
- 27507-15-9
- Chemical Name
- 3-Aminopyridine-2-carboxylic acid ethyl ester
- Synonyms
- Ethyl 3-AMinopicolinate;3-Aminopicolinic acid ethyl ester;Ethyl 3-Aminopyridine-2-carboxylate;Picolinic acid, 3-amino-, ethyl ester;3-Aminopyridine-2-carboxylic acid ethyl ester;3-AMino-2-pyridinecarboxylic Acid Ethyl Ester;2-Pyridinecarboxylic acid, 3-aMino-, ethyl ester;3-Aminopyridine-2-carboxylic acid ethyl ester ISO 9001：2015 REACH
- CBNumber
- CB4967400
- Molecular Formula
- C8H10N2O2
- Formula Weight
- 166.18
- MOL File
- 27507-15-9.mol
3-Aminopyridine-2-carboxylic acid ethyl ester Property
- Melting point:
- 131-133 °C
- Boiling point:
- 326.2±22.0 °C(Predicted)
- Density
- 1.192±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- pka
- 2.79±0.10(Predicted)
- Appearance
- Off-white to light brown Solid
Safety
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- E705505
- Product name
- Ethyl3-Aminopyridine-2-carboxylate
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 119584
- Product name
- Ethyl 3-aminopicolinate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $48
- Updated
- 2021/12/16
- Product number
- OR951533
- Product name
- 3-Aminopyridine-2-carboxylicacidethylester
- Purity
- 98%
- Packaging
- 1g
- Price
- $90
- Updated
- 2021/12/16
- Product number
- Z4538
- Product name
- Ethyl3-aminopicolinate
- Packaging
- 1g
- Price
- $91
- Updated
- 2021/12/16
- Product number
- 119584
- Product name
- Ethyl 3-aminopicolinate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $132
- Updated
- 2021/12/16
3-Aminopyridine-2-carboxylic acid ethyl ester Chemical Properties,Usage,Production
Uses
A synthetic intermediate for the synthesis of Kenpaullone derivatives, Cannabinoid receptor ligands, and nociceptive agents.
Synthesis
64-17-5
1462-86-8
27507-15-9
3-Aminopyridine-2-carboxylic acid (28 g, 200 mmol, 1.0 eq.) was suspended in ethanol (800 mL) at room temperature and bubbled through hydrogen chloride gas (HCl(g)) for 10 min, and the reaction mixture was transformed into a clarified yellow solution. The reaction mixture was heated to 100 °C and after stirring the reaction for 1 day, LCMS analysis showed that about 50% of the feedstock was unreacted. The reaction mixture was cooled to room temperature, bubbled again with hydrogen chloride gas (HCl(g)) for 10 minutes, and then reheated to 100 °C. The reaction mixture was then stirred for 1 day and the LCMS analysis showed that about 50% of the feedstock was unreacted. After continuing to stir the reaction for 1 day, LCMS analysis still showed that about 50% of the feedstock was unreacted. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to remove all solvent. The residue was resuspended in ethanol (800 mL) and bubbled through hydrogen chloride gas (HCl(g)) for 10 minutes. The resulting mixture was reacted at reflux in an oil bath at 100 °C for 1 day.LCMS analysis showed a conversion of about 70-75%. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to remove all solvents. The solid residue was dissolved in water (250 mL) and the pH was adjusted to 8-9 with saturated aqueous sodium carbonate (Na2CO3) for bursting. Gas production and formation of a white solid was observed. The suspension was filtered, the solid was washed with water and dried under vacuum at 65 °C to give ethyl 3-aminopyridine-2-carboxylate (22 g, 65% yield) as a white solid.LCMS (APCI, M++1) 167.0; 1H NMR (300 MHz, DMSO-d6) δ ppm 7.84 (dd, J=4.05,1.60 Hz, 1H), and 7.23-7.30 (m, 1H), 7.16-7.23 (m, 1H), 6.65 (br.s., 2H), 4.27 (q, J=7.10 Hz, 2H), 1.30 (t, J=7.06 Hz, 3H).
References
[1] Journal of Organic Chemistry, 2004, vol. 69, # 1, p. 54 - 61
[2] Patent: WO2016/97918, 2016, A1. Location in patent: Page/Page column 55
[3] Journal of Medicinal Chemistry, 2008, vol. 51, # 7, p. 2196 - 2207
[4] Journal of the Chemical Society, 1949, p. 3304,3310
[5] Journal of the Chemical Society, 1956, p. 1045,1053
3-Aminopyridine-2-carboxylic acid ethyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Aminopyridine-2-carboxylic acid ethyl ester manufacturers
- Product
- 3-Aminopyridine-2-carboxylic acid ethyl ester 27507-15-9
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% min
- Supply Ability
- 100 tons min
- Release date
- 2021-05-12
- Product
- 3-Aminopyridine-2-carboxylic acid ethyl ester 27507-15-9
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2020-02-04