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

Base Information

• Chemical Name: methyl 4-bromo-1H-pyrazole-3-carboxylate
• CAS No.: 81190-89-8
• Molecular Formula: C5H5BrN2O2
• Molecular Weight: 205.011
• Hs Code.: 2933199090
• European Community (EC) Number: 640-582-9
• DSSTox Substance ID: DTXSID50385177
• Mol file: 81190-89-8.mol

Synonyms:methyl 4-bromo-1H-pyrazole-3-carboxylate;81190-89-8;methyl 4-bromo-1H-pyrazole-5-carboxylate;190263-20-8;1H-Pyrazole-3-carboxylic acid, 4-bromo-, methyl ester;1639902-31-0;4-Bromo-1H-pyrazole-3-carboxylic acid methyl ester;MFCD00619124;methyl 4-bromopyrazole-3-carboxylate;4-Bromo-1H-pyrazole-3-carboxylicacidmethylester;SCHEMBL13726965;DTXSID50385177;KWQDACZQHJCUNK-UHFFFAOYSA-N;BCP23475;BBL013079;MFCD00466326;STK315331;AKOS000310357;AKOS003744357;AB06264;CS-W019707;FS-2160;SY030486;A9986;AM20100793;FT-0651410;EN300-138289;O11931;A912398;SR-01000390601;J-522314;SR-01000390601-1;1H-Pyrazole-3-carboxylic acid,4-bromo-,methyl ester

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

Chemical Property:

• Boiling Point: 318 °C at 760 mmHg
• PKA: 9.75±0.50(Predicted)
• Flash Point: 146.1 °C
• PSA: 54.98000
• Density: 1.781 g/cm³
• LogP: 0.95880
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 203.95344
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-bromo-1h-pyrazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=NN1)Br
• Uses: Methyl 4-bromo-1H-pyrazole-3-carboxylate is a carboxylic acid ester organic compound, mainly used as a pharmaceutical intermediate.

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

There total 2 articles about methyl 4-bromo-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: 71.0%

2-Benzenesulfonyl-4-bromo-2H-pyrazole-3-carboxylic acid methyl ester (190263-45-7) → methyl 4-bromo-1H-pyrazole-5-carboxylate (81190-89-8)

Guidance literature:

With water; In N,N-dimethyl-formamide; at 120 ℃; for 1h;

DOI:10.1080/07328319708001352

Reference yield: 52.0%

4-bromo-1H-pyrazole-5-carboxylic acid → methyl 4-bromo-1H-pyrazole-5-carboxylate (81190-89-8)

Guidance literature:

With sulfuric acid; In methanol; Reflux;

Reference yield: 75.55%

2-Benzyloxyethanol (622-08-2,1201808-31-2) + methyl 4-bromo-1H-pyrazole-5-carboxylate (81190-89-8) → methyl 1-(2-(benzyloxy)ethyl)-4-bromo-1H-pyrazole-5-carboxylate

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 25 ℃; for 12h; Inert atmosphere;

upstream raw materials:

2-Benzenesulfonyl-4-bromo-2H-pyrazole-3-carboxylic acid methyl ester

Downstream raw materials:

1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-4-bromo-1H-pyrazole-3-carboxylic acid methyl ester

methyl 4-(2-chlorophenyl)-1-(2-chloropyridin-4-yl)-1H-pyrazole-3-carboxylate

methyl 4-(2-chlorophenyl)-1H-pyrazole-3-carboxylate

4-bromo-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

Refernces

• 1、 Erion, Mark D.,Rydzewski, Robert M.. "4-substituted-5(3)-carbamoyl-3(5)-(2-deoxy-β-D- ribofuranosyl)pyrazoles. Application of palladium catalyzed glycal coupling methodology to the synthesis of pyrazofurin analogs". . p. 315 - 337. Retrieved 2007/10/03.