methyl 3-amino-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: methyl 3-amino-1H-pyrazole-4-carboxylate
• CAS No.: 29097-00-5
• Molecular Formula: C5H7 N3 O2
• Molecular Weight: 141.129
• Hs Code.: 2933199090
• NSC Number: 117628
• DSSTox Substance ID: DTXSID60297732
• Nikkaji Number: J3.485.243J
• Wikidata: Q82039049
• ChEMBL ID: CHEMBL1489993
• Mol file: 29097-00-5.mol

Synonyms:29097-00-5;methyl 3-amino-1H-pyrazole-4-carboxylate;methyl 3-aminopyrazole-4-carboxylate;methyl 5-amino-1h-pyrazole-4-carboxylate;5-AMINO-1H-PYRAZOLE-4-CARBOXYLIC ACID METHYL ESTER;1H-Pyrazole-4-carboxylic acid, 3-amino-, methyl ester;3-amino-1h-pyrazole-4-carboxylic acid methyl ester;methyl 3-amino-2H-pyrazole-4-carboxylate;NSC117628;MLS000047631;SCHEMBL1009529;1H-Pyrazole-4-carboxylicacid,3-amino-,methylester(9CI);CHEMBL1489993;DTXSID60297732;KGQFAPZUQKYADG-UHFFFAOYSA-N;HMS1648H09;HMS2306K24;AMY22955;BBL005366;EiM08-20963;Methyl 5-amino-4-pyrazolecarboxylate;methyl 5-aminopyrazole-4-carboxylate;MFCD02936636;MFCD03990487;STK346693;AKOS000307622;AKOS000345220;AB12757;CS-W022819;NSC-117628;methyl3-amino-1H-pyrazole-4-carboxylate;AS-18266;SMR000033641;SY014060;Methyl?3-amino-2H-pyrazole-4-carboxylate;EU-0033333;FT-0651531;3-Aminopyrazole-4-carboxylic acid methyl ester;A15458;EN300-229260;4-Pyrazolecarboxylic acid, 5-amino-, methyl ester;3-Amino-1H-pyrazole-4-carboxylic Acid, Methyl Ester

Chemical Property of methyl 3-amino-1H-pyrazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 135-136 °C
• Boiling Point: 348°Cat760mmHg
• PKA: 12.87±0.50(Predicted)
• Flash Point: 164.3°C
• PSA: 81.00000
• Density: 1.395g/cm³
• LogP: 0.35970
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 141.053826475
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-Amino-1H-pyrazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(NN=C1)N
• Uses: Methyl 3-aminopyrazole-4-carboxylate is a 5-membered heterocyclic amines and can be used in the derivatization of azo dyes. A 5-membered heterocyclic amines used in the derivatization of azo dyes.

Technology Process of methyl 3-amino-1H-pyrazole-4-carboxylate

There total 8 articles about methyl 3-amino-1H-pyrazole-4-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: 79.0%

orthoformic acid triethyl ester (122-51-0) + methyl 2-cyanoacetate (105-34-0) → 5-amino-1H-pyrazole-4-carboxylic acid methyl ester (29097-00-5)

Guidance literature:

orthoformic acid triethyl ester; methyl 2-cyanoacetate; With acetic anhydride; Reflux;

With hydrazine; In ethanol; Reflux;

DOI:10.1016/j.bioorg.2018.11.029

Reference yield: 65.0%

(E)-2-cyano-3-ethoxyacrylic acid methyl ester (71363-39-8) → 3-amino-1H-pyrazole-4-carboxylic acid methyl ester (29097-00-5)

Guidance literature:

With magnesium sulfate; hydrazine hydrate; In ethanol; for 10h;

Reference yield:

α-ethoxymethylene methyl cyanoacetate (29096-99-9) → 3-amino-1H-pyrazole-4-carboxylic acid methyl ester (29097-00-5)

Guidance literature:

With hydrazine hydrate; In ethanol; for 4.4h; Time; Reflux;

upstream raw materials:

methanol

5-amino-1H-pyrazole-4-carboxylic acid

α-ethoxymethylene methyl cyanoacetate

N,N-dimethyl-formamide dimethyl acetal

Downstream raw materials:

5-amino-1H-pyrazole-4-carboxylic acid methylamide

methyl pyrazole-4-carboxylate

5-(4-methoxyphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester

Refernces

• 1、 Petek, Nejc,?tefane, Bogdan,Novinec, Marko,Svete, Jurij. "Synthesis and biological evaluation of 7-(aminoalkyl)pyrazolo[1,5-a]pyrimidine derivatives as cathepsin K inhibitors". . p. 226 - 238. Retrieved 2018/12/04.
• 2、 -. "Pyridines IRAK4 inhibitors, preparation method and application thereof (by machine translation)". Paragraph 0086; 0087; 0088. . Retrieved 2017/09/01.