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Ethyl 3-methyl-1H-pyrazole-5-carboxylate

CAS No.
4027-57-0
Chemical Name:
Ethyl 3-methyl-1H-pyrazole-5-carboxylate
Synonyms
1H-Pyrazole-3-carboxylic acid, 5-methyl-, ethyl ester;5-Methyl-1H-pyrazole-3-carboxylic acid ethyl ester;AKOS PAO-0427;BUTTPARK 29\06-79;3-methylpyrazole-5-ethyl formate;3-Ethoxycarbonyl-5-methylpyrazole;ETHYL 3-METHYLPYRAZOLE-5-CARBOXYLATE;ETHYL 3-METHYL-5-PYRAZOLECARBOXYLATE;Ethyl 5-methylpyrazole-3-carboxylate;Ethyl3-Methylpyrazole-5-carboxylate>
CBNumber:
CB5360136
Molecular Formula:
C7H10N2O2
Molecular Weight:
154.17
MDL Number:
MFCD00052514
MOL File:
4027-57-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 01:19:21
Product description Number Pack Size Price
Ethyl 3-methylpyrazole-5-carboxylate 98% 558354 5g $64.8
Ethyl 3-Methylpyrazole-5-carboxylate >98.0%(GC) E1100 1g $24
Ethyl 3-Methylpyrazole-5-carboxylate >98.0%(GC) E1100 5g $78
Ethyl 3-Methyl-5-pyrazolecarboxylate 449124 5g $403
Ethyl 3-Methyl-5-pyrazolecarboxylate 449124 25g $785
More product size

Ethyl 3-methyl-1H-pyrazole-5-carboxylate Properties

Melting point 80-84 °C (lit.)
Boiling point 299.1±20.0 °C(Predicted)
Density 1.171±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka 11.60±0.10(Predicted)
form powder to crystal
color White to Light yellow
BRN 4192
InChI InChI=1S/C7H10N2O2/c1-3-11-7(10)6-4-5(2)8-9-6/h4H,3H2,1-2H3,(H,8,9)
InChIKey BOTXQJAHRCGJEG-UHFFFAOYSA-N
SMILES N1C(C)=CC(C(OCC)=O)=N1
CAS DataBase Reference 4027-57-0(CAS DataBase Reference)
FDA UNII 55U2A7EN9X
NIST Chemistry Reference 3(5)-methyl-5(3)-ethoxycarbonylpyrazole(4027-57-0)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
PPE Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39
WGK Germany  3
HazardClass  IRRITANT
HS Code  29331990
Storage Class 10 - Combustible liquids
NFPA 704
1
2 0

Ethyl 3-methyl-1H-pyrazole-5-carboxylate price More Price(97)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 558354 Ethyl 3-methylpyrazole-5-carboxylate 98% 4027-57-0 5g $64.8 2026-04-30 Buy
TCI Chemical E1100 Ethyl 3-Methylpyrazole-5-carboxylate >98.0%(GC) 4027-57-0 1g $24 2026-04-30 Buy
TCI Chemical E1100 Ethyl 3-Methylpyrazole-5-carboxylate >98.0%(GC) 4027-57-0 5g $78 2026-04-30 Buy
Usbiological 449124 Ethyl 3-Methyl-5-pyrazolecarboxylate 4027-57-0 5g $403 2026-06-03 Buy
Usbiological 449124 Ethyl 3-Methyl-5-pyrazolecarboxylate 4027-57-0 25g $785 2026-06-03 Buy
Product number Packaging Price Buy
558354 5g $64.8 Buy
E1100 1g $24 Buy
E1100 5g $78 Buy
449124 5g $403 Buy
449124 25g $785 Buy

Ethyl 3-methyl-1H-pyrazole-5-carboxylate Chemical Properties,Uses,Production

Chemical Properties

White to yellow solid

Uses

Ethyl 3-Methyl-5-pyrazolecarboxylate is a useful synthetic intermediate. It is used to prepare tetrahydroisoquinoline amide substituted Ph pyrazoles as selective Bcl-2 inhibitors. It is also studies as a hypolipidemic agent.

Uses

Ethyl 3-methylpyrazole-5-carboxylate may be used to synthesize the following ligands:

  • potassium salt of new dihydrobis(3-carboxyethyl-5-methylpyrazolyl)borate (BpCOOEt,Me)
  • [(3-carboxy-5-methyl-1H-1-pyrazolyl) (3-methyl-5-carboxy-1H-1-pyrazolyl)methane, which readily forms Zn(II) and Cd(II) complexes
  • bis(3-carboxy-5-methyl-1H-1-pyrazolyl)methane, which readily forms Zn(II) and Cd(II) complexes

General Description

Ethyl 3-methylpyrazole-5-carboxylate can be prepared by reacting ethyl acetylpyruvate and hydrazine.

Synthesis

Ethyl 2,4-dioxovalerate

615-79-2

Ethyl 3-methyl-1H-pyrazole-5-carboxylate

4027-57-0

The general procedure for the synthesis of ethyl 3-methylpyrazole-5-carboxylate from ethyl acetylpyruvate was as follows: hydrazine monohydrate (5.4 mL, 110.68 mmol) was slowly added dropwise to a solution of EtOH/AcOH (100/1 mL) of ethyl 2,4-dioxovalerate (11.67 g, 73.79 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 15 h. The reaction mixture was poured into water (50 mL) and saturated aqueous NaHCO3 solution (5 mL) and extracted with EtOAc (3 x 50 mL). The organic layers were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford ethyl 5-methyl-1H-pyrazole-3-carboxylate (8.41 g, white solid, 74% yield), which could be used for the subsequent reaction without further purification. The product was characterized as follows: 1H NMR (CDCl3, 250 MHz): δ 6.55 (s, 1H), 4.34 (q, J = 7.13 Hz, 2H), 2.35 (s, 3H), 1.33 (t, J = 7.13 Hz, 3H); EI-MS: m/z = 155 [M+1]+.

References

[1] Journal of Medicinal Chemistry, 2015, vol. 58, # 5, p. 2180 - 2194
[2] Patent: WO2009/7399, 2009, A1. Location in patent: Page/Page column 80
[3] Patent: WO2006/32851, 2006, A1. Location in patent: Page/Page column 39
[4] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 15, p. 3017 - 3023
[5] Journal of the Chemical Society, 1945, p. 114

615-79-2
4027-57-0
Synthesis of Ethyl 3-methyl-1H-pyrazole-5-carboxylate from Ethyl 2,4-dioxovalerate
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View Lastest Price from Ethyl 3-methyl-1H-pyrazole-5-carboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ethyl 3-methyl-1H-pyrazole-5-carboxylate pictures 2025-12-24 Ethyl 3-methyl-1H-pyrazole-5-carboxylate
4027-57-0
1KG 99.0% 1000 tons Shaanxi Dideu Medichem Co. Ltd
Ethyl 3-methyl-1H-pyrazole-5-carboxylate pictures 2019-07-06 Ethyl 3-methyl-1H-pyrazole-5-carboxylate
4027-57-0
$2.00 1KG 99% Career Henan Chemical Co
ETHYL 3-METHYL-1H-PYRAZOLE-5-CARBOXYLATE ETHYL 3-METHYL-5-PYRAZOLECARBOXYLATE ETHYL 3-METHYLPYRAZOLE-5-CARBOXYLATE ETHYL 5-METHYL-2H-PYRAZOLE-3-CARBOXYLATE BUTTPARK 29\06-79 AKOS PAO-0427 5-METHYL-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER Ethyl 3-methyl-1h-pyrazole-5-carboxylate, 95+% Ethyl 3-methylpyrazole-5-carboxylate ,98% 5-Methyl-1H-pyrazole-3-carboxylic acid ethyl ester 3-Methylpyrazole-5-carboxylic acid ethyl ester 5-(Ethoxycarbonyl)-3-methyl-1H-pyrazole Ethyl3-methyl-1H-pyrazole-5-carboxylate,97% Ethyl 3-methylpyrazole-5-carboxylate 98% 3-Pyrazolecarboxylic acid, 5-methyl-, ethyl ester Pyrazole-3(or 5)-carboxylic acid, 5(or 3)-methyl-, ethyl ester ethyl 3-methyl-1H-pyrazole-5-carboxylate(WXC06494) 3-Ethoxycarbonyl-5-methylpyrazole JRH-08901, Ethyl 3-methyl-1H-pyrazole-5-carboxylate, 97% ethyl 3-methyl-1H-pyrazole-5-carboxylate ethyl 5-methyl-1H-pyrazole-3-carboxylate 5-methyl-4H-pyrazole-3-carboxylic acid ethyl ester Ethyl3-Methylpyrazole-5-carboxylate> Ethyl 5-methylpyrazole-3-carboxylate 5-Methylpyrazole-3-carboxylic acid ethyl ester 5-Methyl-1H-pyrazol-3-carboxylic acid ethyl ester ethyl 5-methyl-2,3-dihydro-1H-pyrazole-3-carboxylate 3-methylpyrazole-5-ethyl formate 1H-Pyrazole-3-carboxylic acid, 5-methyl-, ethyl ester 4027-57-0 Pyrazoles Building Blocks C7 to C8 Chemical Synthesis Heterocyclic Building Blocks Esters Pyrazoles & Triazoles Pyrazole Pyrazoles & Triazoles Building Blocks Heterocyclic Building Blocks Pyrazoles Pyrazole series Acids and Derivatives Heterocycles