Methyl 6-bromopyrazolo[1,5-A]pyridine-3-carboxylate

Base Information

• Chemical Name: Methyl 6-bromopyrazolo[1,5-A]pyridine-3-carboxylate
• CAS No.: 1062368-70-0
• Molecular Formula: C9H7BrN2O2
• Molecular Weight: 255.071
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90705456
• Nikkaji Number: J3.660.937K
• Wikidata: Q72511775
• Mol file: 1062368-70-0.mol

Synonyms:1062368-70-0;METHYL 6-BROMOPYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLATE;6-BROMO-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID METHYL ESTER;Pyrazolo[1,5-a]pyridine-3-carboxylic acid, 6-bromo-, methyl ester;MFCD15474972;Methyl 6-bromopyrazolo-[1,5-a]pyridine-3-carboxylate;6-bromopyrazolo[1,5-a]pyridine-3-carboxylic acid methyl ester;SCHEMBL2059684;AMY7623;DTXSID90705456;HCGDDQYSLHRKRM-UHFFFAOYSA-N;AKOS016001517;PB26993;AS-34356;SY026745;CS-0048937;J3.660.937K;EN300-187367;A895840;METHYL6-BROMOPYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLATE

Chemical Property of Methyl 6-bromopyrazolo[1,5-A]pyridine-3-carboxylate

Chemical Property:

• Melting Point: 116-118℃
• PSA: 43.60000
• Density: 1.68
• LogP: 1.88340
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 253.96909
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

97% ^*data from raw suppliers

Methyl 6-bromopyrazolo[1,5-a]pyridine-3-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C2C=CC(=CN2N=C1)Br

Technology Process of Methyl 6-bromopyrazolo[1,5-A]pyridine-3-carboxylate

There total 5 articles about Methyl 6-bromopyrazolo[1,5-A]pyridine-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: 42.0%

1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate (55899-13-3) + propynoic acid methyl ester (922-67-8) → methyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate (1062368-71-1) + methyl 6-bromopyrazolo[1,5-a]pyridine-3-carboxylate (1062368-70-0)

Guidance literature:

1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate; With triethylamine; In tetrahydrofuran; water; at 30 ℃; for 0.00861111h; Flow reactor;

propynoic acid methyl ester; In tetrahydrofuran; water; at 90 ℃; for 0.0333333h; Flow reactor;

DOI:10.1055/s-0036-1588799

Reference yield: 11.0%

→ methyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate (1062368-71-1) + methyl 6-bromopyrazolo[1,5-a]pyridine-3-carboxylate (1062368-70-0)

Guidance literature:

Reference yield:

1-amino-3-bromopyridinium iodide + propynoic acid methyl ester (922-67-8) → methyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate (1062368-71-1) + methyl 6-bromopyrazolo[1,5-a]pyridine-3-carboxylate (1062368-70-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 24h;

upstream raw materials:

propynoic acid methyl ester

3-Bromopyridine

1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate

Downstream raw materials:

methyl 6-(4-piperazin-1-ylphenyl)pyrazolo[1,5-a]pyridine-3-carboxylate

6- bromopyrazolo[1,5-a]pyridine

6-bromopyrazolo[1,5-a]pyridine-3-carbonitrile