ChemicalBook > CAS DataBase List > Methyl isonipecotate

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
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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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
3267
WGK Germany 
3
HS Code 
29333990
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
463485
Product name
Methyl isonipecotate
Purity
technical grade
Packaging
25ml
Price
$64.2
Updated
2025/07/31
Sigma-Aldrich
Product number
463485
Product name
Methyl isonipecotate
Purity
technical grade
Packaging
100ml
Price
$148
Updated
2023/06/20
TCI Chemical
Product number
M2075
Product name
Methyl 4-Piperidinecarboxylate
Purity
>98.0%(T)
Packaging
5g
Price
$20
Updated
2025/07/31
TCI Chemical
Product number
M2075
Product name
Methyl 4-Piperidinecarboxylate
Purity
>98.0%(T)
Packaging
25g
Price
$79
Updated
2025/07/31
TRC
Product number
I821810
Product name
IsonipecoticAcidMethylEster
Packaging
250ML
Price
$225
Updated
2021/12/16
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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

Hebei Yiduo Import and Export Co., Ltd.
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
Anhui Yiao New Material Technology Co., Ltd
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
Anhui Yiao New Material Technology Co., Ltd
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

2971-79-1, Methyl isonipecotateRelated Search:


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  • METHYL ISONIPECOTATE
  • METHYL 4-PIPERIDINECARBOXYLATE
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  • 4-PIPERIDINECARBOXYLIC ACID METHYL ESTER
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  • Methyl Piperidinecarboxylate
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  • Cinnamyl Chloride Impurity 7
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  • 2971-79-1
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