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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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
724165
Product name
Ethyl 1-methylpiperidine-4-carboxylate
Purity
97%
Packaging
1g
Price
$85
Updated
2023/01/07
TRC
Product number
E925578
Product name
Ethyl 1-methylpiperidine-4-carboxylate
Packaging
25g
Price
$145
Updated
2021/12/16
Matrix Scientific
Product number
074992
Product name
Ethyl 1-methylpiperidine-4-carboxylate
Purity
95+%
Packaging
5g
Price
$200
Updated
2021/12/16
SynQuest Laboratories
Product number
4H23-1-14
Product name
Ethyl 1-methylpiperidine-4-carboxylate
Packaging
5G
Price
$225
Updated
2021/12/16
Matrix Scientific
Product number
074992
Product name
Ethyl 1-methylpiperidine-4-carboxylate
Purity
95+%
Packaging
10g
Price
$286
Updated
2021/12/16
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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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Ethyl 1-methyl-4-piperidinecarboxylate Suppliers

J & K SCIENTIFIC LTD.
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Alfa Aesar
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Adamas Reagent, Ltd.
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View Lastest Price from Ethyl 1-methyl-4-piperidinecarboxylate manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
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
Wuhan Xinhao Biotechnology Co., Ltd
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
Jinan Ande Pharmaceutical Co.,Ltd.
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

24252-37-7, Ethyl 1-methyl-4-piperidinecarboxylateRelated Search:


  • ETHYL 1-METHYLPIPERIDINE-4-CARBOXYLATE
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  • N-Methyl ethyl isonipecotate
  • REF DUPL: 1-Methyl-piperidine-4-carboxylic acid ethyl ester
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  • Ethyl 1-methylisonipecotate, 4-(Ethoxycarbonyl)-1-methylpiperidine
  • Ethyl 1-Methylpiperidine-4-carboxylate, 97+%
  • Ethyl N-methylisonipecotate
  • 1-methyl-4-piperidinecarboxylic acid ethyl ester
  • Ethyl 1-methyl-4-piperidinecarboxylate CAS 24252-37-7
  • Ethyl 1-methylpiperidine-4-carboxylate 97%
  • Ethyl 1-methylpiperidine-4-carboxylate, 96%,
  • 1-Methyl-piperidin-4-carboxylic acid ethyl ester
  • 24252-37-7
  • Heterocyclic Compounds