Methyl isonipecotate
- Product Name
- Methyl isonipecotate
- CAS No.
- 2971-79-1
- Chemical Name
- Methyl isonipecotate
- Synonyms
- METHYL PIPERIDINE-4-CARBOXYLATE;Isonipecotic acid methyl ester;METHYL 4-PIPERIDINECARBOXYLATE;Methyl Isonipecotic;METHYL ISONIPECOTATE;Methyl isonipecotate;piperidine-4-carboxyL;Methyl isonipecotinate;Methyl isononylformate;Isonipecotic acid methyl
- CBNumber
- CB6741312
- Molecular Formula
- C7H13NO2
- Formula Weight
- 143.18
- MOL File
- 2971-79-1.mol
Methyl isonipecotate Property
- Boiling point:
- 85-90 °C (lit.)
- Density
- 1.06 g/mL at 25 °C (lit.)
- refractive index
- 1.465
- Flash point:
- 192°F
- storage temp.
- Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- solubility
- Chloroform
- form
- Liquid
- pka
- 9.78±0.10(Predicted)
- color
- Colorless to yellow
- Water Solubility
- Slightly soluble in water.
- CAS DataBase Reference
- 2971-79-1(CAS DataBase Reference)
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
- 463485
- Product name
- Methyl isonipecotate
- Purity
- technical grade
- Packaging
- 25ml
- Price
- $64.2
- Updated
- 2025/07/31
- Product number
- 463485
- Product name
- Methyl isonipecotate
- Purity
- technical grade
- Packaging
- 100ml
- Price
- $148
- Updated
- 2023/06/20
- Product number
- M2075
- Product name
- Methyl 4-Piperidinecarboxylate
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $20
- Updated
- 2025/07/31
- Product number
- M2075
- Product name
- Methyl 4-Piperidinecarboxylate
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $79
- Updated
- 2025/07/31
- Product number
- I821810
- Product name
- IsonipecoticAcidMethylEster
- Packaging
- 250ML
- Price
- $225
- Updated
- 2021/12/16
Methyl isonipecotate Chemical Properties,Usage,Production
Chemical Properties
Colorless liquid
Uses
Methyl piperidine-4-carboxylate is a reactant for C-2 arylation of piperidines through directed transition metal-catalyzed sp3 C-H activation. It is used as a reactant for synthesis of antitubercular agents, aminopyrazine inhibitors, orally available naphthyridine protein kinase D inhibitors and a scalable catalyst from asymmetric hydrogenation of sterically demanding aryl enamide.
Uses
Methyl isonipecotate may be used for the synthesis of a series of potent non-urea soluble epoxide hydrolase (sEH) inhibitors via high throughput screens.
Uses
4-Piperidinecarboxylic acid methyl ester is a an ester derivative of 4-piperidinecarboxylic acid used as a reagent in the organic synthesis of neurochemicals, antibacterials and other biologically active compounds.
General Description
Methyl isonipecotate can be obtained by the reduction of methyl isonicotinate in methanol with ruthenium at 100-150°C.
Synthesis
1262670-73-4
2971-79-1
The general procedure for the synthesis of methyl 4-piperidinecarboxylate from the compound (CAS: 1262670-73-4) is as follows: the substrate (1 eq.) was dissolved in a minimal amount of water (about 15 eq.) containing CAN (20 mol%). The reaction mixture was transferred to dichloromethane and magnetically stirred. Acetic acid (10 equivalents) was added to the solution, followed by stirring at room temperature for the time specified in Table 2. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure and post-treated as follows. Method A: The solid residue was washed twice with petroleum ether to remove the by-product triphenylmethanol. Subsequently, the residue was dissolved in methanol and filtered through a short diatomaceous earth pad. The solvent was removed by evaporation under reduced pressure to obtain the free amine. Method B: Water and acetic acid were removed from the reaction mixture under vacuum. The residue was dissolved in anhydrous dichloromethane, followed by the addition of triethylamine (2.5 eq.) and acetic anhydride or benzoyl chloride (1.5 eq.). After completion of the reaction, the solvent was removed by evaporation. The residue was extracted twice with ethyl acetate. The organic layers were combined, washed sequentially with water and brine and finally dried over Na2SO4. The solvent was removed by evaporation under reduced pressure and the resulting residue was purified by silica gel column chromatography to afford the acylated amine.
References
[1] Tetrahedron Letters, 2011, vol. 52, # 1, p. 34 - 37
Methyl isonipecotate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl isonipecotate manufacturers
- Product
- Methyl isonipecotate 2971-79-1
- Price
- US $100.00-80.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000000
- Release date
- 2025-02-07
- Product
- methyl isonipecotate 2971-79-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2023-11-02
- Product
- methyl isonipecotate 2971-79-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2023-11-02