ethyl 5-amino-1H-pyrazole-3-carboxylate

Base Information

• Chemical Name: ethyl 5-amino-1H-pyrazole-3-carboxylate
• CAS No.: 105434-90-0
• Molecular Formula: C6H9N3O2
• Molecular Weight: 155.156
• Hs Code.: 2933199090
• European Community (EC) Number: 823-727-2
• DSSTox Substance ID: DTXSID60401913
• Wikidata: Q72472612
• Mol file: 105434-90-0.mol

Synonyms:ethyl 5-amino-1H-pyrazole-3-carboxylate;105434-90-0;ethyl 3-amino-1H-pyrazole-5-carboxylate;1886994-04-2;ethyl 5-aminopyrazole-3-carboxylate;1H-Pyrazole-3-carboxylic acid, 5-amino-, ethyl ester;5-Amino-1H-pyrazole-3-carboxylic acid ethyl ester;MFCD03468385;1H-pyrazole-5-carboxylic acid, 3-amino-, ethyl ester;Ethyl 5-amino-3-pyrazolecarboxylate;Ethyl5-amino-1H-pyrazole-3-carboxylate;5-Amino-3-pyrazolecarboxylic acid ethyl ester;3-carbethoxy-5-aminopyrazole;SCHEMBL930612;DTXSID60401913;CPQKGGOPHDHAMN-UHFFFAOYSA-N;BBL040905;FD7068;MFCD11215301;STK352654;AKOS000309876;AKOS005172455;AB15541;CS-W018572;FS-2645;ethyl3-amino-1H-pyrazole-5-carboxylate;AC-22540;SY017433;SY125967;5-aminopyrazol-3-carboxylic acid ethyl ester;AM20080001;BB 0259418;BB 0261123;FT-0645524;FT-0778250;EN300-56947;5-amino-2H-pyrazole-3-carboxylic acid ethyl ester;A934244;J-001420;J-521094;Q-102067

Chemical Property of ethyl 5-amino-1H-pyrazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.38E-06mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 391.9 °C at 760 mmHg
• PKA: 12.32±0.10(Predicted)
• Flash Point: 190.8 °C
• PSA: 81.00000
• Density: 1.318 g/cm³
• LogP: 0.74980
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 155.069476538
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

97% ^*data from raw suppliers

5-Amino-1H-pyrazole-3-carboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=NN1)N
• Uses: Ethyl 5-amino-1H-pyrazole-3-carboxylate was used for the synthetic preparation of 5-N,N-Disubstituted 5-aminopyrazole-3-carboxylic acids, an highly potent agonists of GPR109b.

Technology Process of ethyl 5-amino-1H-pyrazole-3-carboxylate

There total 4 articles about ethyl 5-amino-1H-pyrazole-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.57%

5-nitro-1H-pyrazole-3-carboxylic acid ethyl ester (39846-84-9) → 5-amino-1H-pyrazole-3-carboxylic acid ethyl ester (105434-90-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; acetic acid; at 20 ℃; for 12h; under 2585.81 Torr;

Reference yield: 83.0%

→ 5-amino-1H-pyrazole-3-carboxylic acid ethyl ester (105434-90-0)

Guidance literature:

With hydrazine hydrate; acetic acid; In ethanol; at 80 ℃; for 2h; Inert atmosphere;

Reference yield: 50.0%

oxalic acid diethyl ester (95-92-1) + acetonitrile (75-05-8,26809-02-9) → 5-amino-1H-pyrazole-3-carboxylic acid ethyl ester (105434-90-0)

Guidance literature:

oxalic acid diethyl ester; acetonitrile; With potassium tert-butylate; 18-crown-6 ether; In tetrahydrofuran; at 0 - 70 ℃; for 0.666667h;

With hydrogenchloride; hydrazinecarboxylic acid methyl ester; In ethanol; water; at 30 ℃; for 20h; Cooling with ice;

With potassium carbonate; In ethanol; water; at 90 ℃; for 0.5h;

upstream raw materials:

hydrazinecarboxylic acid methyl ester

5-nitro-1H-pyrazole-3-carboxylic acid ethyl ester

oxalic acid diethyl ester

acetonitrile

Downstream raw materials:

ethyl 6-bromopyrazolo[1,5-a]pyrimidine-2-carboxylate

N-(2-ethoxycarbonyl-7-morpholin-4-yl-pyrazolo[1,5-a]-pyrimidin-5-yl)-N'-(3-methyl-benzylidene)-hydrazine