Methyl 6-aminonicotinate
- Product Name
- Methyl 6-aminonicotinate
- CAS No.
- 36052-24-1
- Chemical Name
- Methyl 6-aminonicotinate
- Synonyms
- Methyl 6-Aminopyridine-3-carboxylate;6-Aminonicotinic;6-aMinopyridine-3-ca;Methyl 6-aminonicotite;METHYL 6-AMINONICOTINATE;methyl 6-aminonicotinoate;Methyl6-Aminonicotinate>Methyl 6-aminonicotinate 97%;3-AMINONICOTINIC ACID METHYL ESER;6-Aminonicotinic Acid Methyl Ether
- CBNumber
- CB6684013
- Molecular Formula
- C7H8N2O2
- Formula Weight
- 152.15
- MOL File
- 36052-24-1.mol
Methyl 6-aminonicotinate Property
- Melting point:
- 158-162 °C (lit.)
- Boiling point:
- 304.5±22.0 °C(Predicted)
- Density
- 1.238±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO, Methanol
- pka
- 4.78±0.13(Predicted)
- form
- Powder
- color
- White to light yellow-beige or pink
- InChI
- InChI=1S/C7H8N2O2/c1-11-7(10)5-2-3-6(8)9-4-5/h2-4H,1H3,(H2,8,9)
- InChIKey
- JACPDLJUQLKABC-UHFFFAOYSA-N
- SMILES
- C1=NC(N)=CC=C1C(OC)=O
- CAS DataBase Reference
- 36052-24-1(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-20/21/22
- Safety Statements
- 26-36-36/37
- RIDADR
- 2811
- WGK Germany
- 3
- 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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 648736
- Product name
- Methyl 6-aminopyridine-3-carboxylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $76.6
- Updated
- 2023/06/20
- Product number
- 648736
- Product name
- Methyl 6-aminopyridine-3-carboxylate
- Purity
- 97%
- Packaging
- 5g
- Price
- $147
- Updated
- 2023/06/20
- Product number
- M2107
- Product name
- Methyl 6-Aminonicotinate
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $55
- Updated
- 2025/07/31
- Product number
- M2107
- Product name
- Methyl 6-Aminonicotinate
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $271
- Updated
- 2025/07/31
- Product number
- M286855
- Product name
- Methyl 6-aminopyridine-3-carboxylate
- Packaging
- 25g
- Price
- $690
- Updated
- 2021/12/16
Methyl 6-aminonicotinate Chemical Properties,Usage,Production
Chemical Properties
Off-White Solid
Uses
Methyl 6-aminonicotinate can be used in ointments for treatment of psoriasis.
Synthesis
67-56-1
3167-49-5
36052-24-1
GENERAL STEPS: A mixture of 6-aminonicotinic acid (4.0 g, 28.9 mmol), methanol (75 mL) and concentrated hydrochloric acid (4 mL) was placed in a reflux apparatus and heated to reflux the reaction for 16 hours. Upon completion of the reaction, the mixture was cooled to 25 °C and subsequently concentrated under reduced pressure by rotary evaporator to remove methanol. Water (20 mL) was added to the residual solid and the pH was adjusted with sodium bicarbonate to 8. Subsequently, extraction was performed with ethyl acetate (3 x 25 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give methyl 6-aminonicotinate (3.12 g, 71% yield) as a white foamy solid: EI-HRMS m/e Calculated value of C7H8N2O2 (M+) 152.0586, measured value 152.0586. [0199] 2-(4-Methylsulfonyl-3-trifluoromethyl-phenyl)-3-(tetrahydro-pyran-2-yl)-propionic acid (prepared according to the method of Example 12, 300 mg, 0.79 mmol) was dissolved in dichloromethane (6 mL), N,N-dimethylformamide (7 drops) was added, and then cooled to 0°C. To this solution was added 2.0 M dichloromethane solution of oxalyl chloride (0.48 mL, 0.95 mmol) dropwise. The reaction mixture was stirred at 0 °C for 30 min and then slowly warmed to 25 °C, followed by concentration under reduced pressure to remove the solvent and excess oxalyl chloride. The resulting residue was redissolved in anhydrous tetrahydrofuran (6 mL) and a tetrahydrofuran (5 mL) solution of methyl 6-aminonicotinate (252 mg, 1.67 mmol) and 2,6-dimethylpyridine (0.48 mL, 3.95 mmol) were added dropwise. The reaction mixture was stirred at 25 °C for 16 h before being diluted with water (100 mL) and extracted with dichloromethane (3 x 50 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Purification by Biotage Fast Chromatography System (FLASH 40S, silica gel column, elution gradient 7/3 hexane/ethyl acetate to 1/1 hexane/ethyl acetate) afforded methyl 6-[2-(4-methylsulfonyl-3-trifluoromethyl-phenyl)-3-(tetrahydro-pyran-2-yl)-propanoylamino]-nicotinate (227 mg, 55% yield) as a white Frothy solid: E23-HRMS m/e Calculated value C23H25F3N2O6S(M+H)+ 537.1277, measured value 537.1284.
References
[1] Organic Letters, 2018, vol. 20, # 15, p. 4393 - 4396
[2] European Journal of Medicinal Chemistry, 2017, vol. 140, p. 42 - 51
[3] Patent: WO2015/105779, 2015, A1. Location in patent: Page/Page column 11
[4] Patent: US2016/333005, 2016, A1. Location in patent: Paragraph 0041
[5] Patent: US2015/166535, 2015, A1. Location in patent: Paragraph 0039; 0040
Methyl 6-aminonicotinate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 6-aminonicotinate manufacturers
- Product
- Methyl 6-aminonicotinate 36052-24-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1
- Release date
- 2025-09-26
- Product
- Methyl 6-aminonicotinate 36052-24-1
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-26
- Product
- Methyl 6-aminonicotinate 36052-24-1
- Price
- US $32.00-1.40/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-07