Ethyl 1-bromoimidazo[1,5-a]pyridine-3-carboxylate

Base Information

• Chemical Name: Ethyl 1-bromoimidazo[1,5-a]pyridine-3-carboxylate
• CAS No.: 885276-59-5
• Molecular Formula: C10H9 Br N2 O2
• Molecular Weight: 269.098
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20693079
• Wikidata: Q82622104
• Mol file: 885276-59-5.mol

Synonyms:885276-59-5;Ethyl 1-bromoimidazo[1,5-a]pyridine-3-carboxylate;1-BROMO-IMIDAZO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER;MFCD06739184;Ethyl1-bromoimidazo[1,5-a]pyridine-3-carboxylate;SCHEMBL4318706;DTXSID20693079;IMZDSBVUTOUBSJ-UHFFFAOYSA-N;AKOS016003641;AB28804;AM804487;AS-39507;CS-0036270;FT-0734272;EN300-323129;A861967;Imidazo[1,5-a]pyridine-3-carboxylic acid,1-bromo-,ethyl ester

Chemical Property of Ethyl 1-bromoimidazo[1,5-a]pyridine-3-carboxylate

Chemical Property:

• PSA: 43.60000
• LogP: 2.27350
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 267.98474
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

97% ^*data from raw suppliers

1-Bromo-imidazo[1,5-a]pyridine-3-carboxylicacidethylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NC(=C2N1C=CC=C2)Br

Technology Process of Ethyl 1-bromoimidazo[1,5-a]pyridine-3-carboxylate

There total 3 articles about Ethyl 1-bromoimidazo[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: 95.0%

ethyl imidazo<1,5-a>pyridine-3-carboxylate (81803-60-3) → 1-bromo-imidazo[1,5-a]pyridine-3-carboxylic acid ethyl ester (885276-59-5)

Guidance literature:

With N-Bromosuccinimide; triethylamine; In acetonitrile; at 0 ℃; for 1h; Cooling with ice;

Reference yield:

2-(Aminomethyl)pyridine (3731-51-9) → 1-bromo-imidazo[1,5-a]pyridine-3-carboxylic acid ethyl ester (885276-59-5)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 20 °C

2: phosphorus pentoxide; trichlorophosphate / 5 h / 110 °C

3: bromine; acetic acid / 0.08 h / 20 °C

With phosphorus pentoxide; bromine; acetic acid; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In dichloromethane;

Reference yield:

ethyl 2-oxo-2-((pyridin-2-ylmethyl)amino)acetate (46460-25-7) → 1-bromo-imidazo[1,5-a]pyridine-3-carboxylic acid ethyl ester (885276-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus pentoxide; trichlorophosphate / 5 h / 110 °C

2: bromine; acetic acid / 0.08 h / 20 °C

With phosphorus pentoxide; bromine; acetic acid; trichlorophosphate;

upstream raw materials:

ethyl imidazo<1,5-a>pyridine-3-carboxylate

2-(Aminomethyl)pyridine

ethyl 2-oxo-2-((pyridin-2-ylmethyl)amino)acetate

Downstream raw materials:

ethyl 1-(4-fluorophenyl)imidazo[1,5-a]pyridine-3-carboxylate

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