Ethyl 1-methyl-4-piperidinecarboxylate
- Product Name
- Ethyl 1-methyl-4-piperidinecarboxylate
- CAS No.
- 24252-37-7
- Chemical Name
- Ethyl 1-methyl-4-piperidinecarboxylate
- Synonyms
- Ethyl N-methylisonipecotate;N-Methyl ethyl isonipecotate;ETHYL 1-METHYLPIPERIDINE-4-CARBOXYLATE;ETHYL 1-METHYL-4-PIPERIDINECARBOXYLATE;Ethyl N-Methyl piperidine-4-carboxylate;Ethyl 1-methylpiperidine-4-carboxylate 97%;Ethyl 1-Methylpiperidine-4-carboxylate, 97+%;Ethyl 1-methylpiperidine-4-carboxylate, 96%,;1-methyl-4-piperidinecarboxylic acid ethyl ester;1-Methyl-piperidin-4-carboxylic acid ethyl ester
- CBNumber
- CB7715550
- Molecular Formula
- C9H17NO2
- Formula Weight
- 171.24
- MOL File
- 24252-37-7.mol
Ethyl 1-methyl-4-piperidinecarboxylate Property
- Boiling point:
- 94-95 °C(Press: 12 Torr)
- Density
- 0.963 g/mL at 25 °C
- refractive index
- n20/D1.450
- Flash point:
- 87℃
- storage temp.
- Sealed in dry,Room Temperature
- form
- liquid
- pka
- 8.50±0.10(Predicted)
- Appearance
- Colorless to light yellow Liquid
- CAS DataBase Reference
- 24252-37-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 37/38-41
- Safety Statements
- 26-36/37/39
- RIDADR
- NA 1993 / PGIII
- WGK Germany
- 3
- HS Code
- 29333990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H315Causes skin irritation
H318Causes serious eye damage
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
- 724165
- Product name
- Ethyl 1-methylpiperidine-4-carboxylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $85
- Updated
- 2023/01/07
- Product number
- E925578
- Product name
- Ethyl 1-methylpiperidine-4-carboxylate
- Packaging
- 25g
- Price
- $145
- Updated
- 2021/12/16
- Product number
- 074992
- Product name
- Ethyl 1-methylpiperidine-4-carboxylate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $200
- Updated
- 2021/12/16
- Product number
- 4H23-1-14
- Product name
- Ethyl 1-methylpiperidine-4-carboxylate
- Packaging
- 5G
- Price
- $225
- Updated
- 2021/12/16
- Product number
- 074992
- Product name
- Ethyl 1-methylpiperidine-4-carboxylate
- Purity
- 95+%
- Packaging
- 10g
- Price
- $286
- Updated
- 2021/12/16
Ethyl 1-methyl-4-piperidinecarboxylate Chemical Properties,Usage,Production
Chemical Properties
Colorless liquid
Uses
Reactant for synthesis of:
- Piperidine derivatives as inhibitors of S. aureus and E. coli enoyl-ACP reductase
- GABAA receptor agonists
- Water-soluble DNA-binding subunits for analogues of cytotoxic antibiotic CC-1065 and their prodrugs
- Tricyclic pharmaceuticals
- 5-HT3 antagonists
Synthesis
1126-09-6
50-00-0
24252-37-7
Example 22 Synthesis of ethyl 1-methylpiperidine-4-carboxylate (21): ethyl 4-piperidinecarboxylate (20) (5.00 g, 31.8 mmol) was dissolved in an ice-cold mixture of glacial acetic acid (3.80 g, 63.6 mmol) and water (11 mL). Subsequently, 37% formaldehyde aqueous solution (2.85 mL, 38.2 mmol) was added to the solution and hydrogenation reaction was carried out in the presence of Pd/C (10%, 338 mg) catalyst for 3.5 hours at room temperature and 58 psi H2 pressure. Upon completion of the reaction, the solid catalyst was removed by diatomaceous earth filtration and the filter cake was washed thoroughly with deionized water (50 mL). The filtrate was adjusted to pH 11 with 1 M NaOH solution under cooling in an ice bath. after adjusting the pH, multiple extractions were carried out with ether (5 x 100 mL) and the organic phases were combined and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give the product 21 (5.44 g, quantitative yield) in the form of a colorless liquid, which could be used in the next reaction without further purification. The product characterization data were as follows: 1H NMR (300 MHz, CDCl3): δ=1.25 (t, J=7.1 Hz, 3H, OCH2CH3), 1.69-2.06 (m, 6H, 2-Hax, 3-H2, 5-H2, 6-Hax), 2.18-2.32 (m, 1H, 4-H), 2.27 (s, 3H, NMe) , 2.75-2.87 (m, 2H, 2-Heq, 6-Heq), 4.13 (q, J=7.1Hz, 2H, OCH2CH3) ppm. 13C NMR (75.5MHz, CDCl3): δ=14.1 (OCH2CH3), 28.2 (C-3, C-5), 40.5 (C-4), 46.3 (NMe) , 54.9 (C-2, C-6), 60.2 (OCH2CH3), 175.0 (C=O) ppm. MS (70eV, EI): m/z (%) = 171 (31) [M]+, 142 (59) [M-CH2CH3]+, 126 (40) [M-OCH2CH3]+, 98 (56) [M-CO2Et]+. Molecular formula: C9H17NO2 (molecular weight: 171.24).
References
[1] European Journal of Organic Chemistry, 2006, # 10, p. 2314 - 2321
[2] Patent: US2009/318668, 2009, A1. Location in patent: Page/Page column 52
[3] Patent: WO2007/89149, 2007, A2. Location in patent: Page/Page column 96
[4] Patent: US2011/9390, 2011, A1. Location in patent: Page/Page column 13-14
[5] European Journal of Medicinal Chemistry, 1994, vol. 29, # 1, p. 115 - 120
Ethyl 1-methyl-4-piperidinecarboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Ethyl 1-methyl-4-piperidinecarboxylate manufacturers
- Product
- Ethyl 1-methylpiperidine-4-carboxylate 24252-37-7
- Price
- US $1.10-9.90/KG
- Min. Order
- 1KG
- Purity
- 99% min
- Supply Ability
- 100kg
- Release date
- 2025-08-18
- Product
- Ethyl 1-methyl-4-piperidinecarboxylate 24252-37-7
- Price
- US $10.00-100.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000 Metric Ton/Month
- Release date
- 2024-03-11
- Product
- Ethyl 1-methyl-4-piperidinecarboxylate 24252-37-7
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1000
- Release date
- 2021-12-23