5-Bromo-1H-pyrrolo[2,3-c]pyridine

Base Information

• Chemical Name: 5-Bromo-1H-pyrrolo[2,3-c]pyridine
• CAS No.: 1215387-58-8
• Molecular Formula: C7H5BrN2
• Molecular Weight: 197.034
• Hs Code.: 2933990090
• European Community (EC) Number: 845-699-0
• DSSTox Substance ID: DTXSID20703081
• Wikidata: Q72512313
• Mol file: 1215387-58-8.mol

Synonyms:5-Bromo-1H-pyrrolo[2,3-c]pyridine;1215387-58-8;5-Bromo-6-azaindole;MFCD12024306;SCHEMBL10179592;AMY9732;DTXSID20703081;HIYAJEAFUVCOFA-UHFFFAOYSA-N;5-Bromo-6-azaindole, AldrichCPR;AKOS015919634;CS-W019615;PB17911;1H-Pyrrolo[2,3-c]pyridine, 5-bromo-;DS-17007;SY032296;FT-0692683;EN300-1169998

Chemical Property of 5-Bromo-1H-pyrrolo[2,3-c]pyridine

Chemical Property:

• Boiling Point: 362.0±22.0 °C(Predicted)
• PKA: 13.70±0.40(Predicted)
• PSA: 28.68000
• Density: 1.770
• LogP: 2.32540
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 195.96361
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-1H-pyrrolo[2,3-c]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=CN=C(C=C21)Br

Technology Process of 5-Bromo-1H-pyrrolo[2,3-c]pyridine

There total 4 articles about 5-Bromo-1H-pyrrolo[2,3-c]pyridine 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: 56.0%

2-(2-bromo-5-nitropyridin-4-yl)-N,N-dimethylethen-1-amine (1268816-53-0) → 5-bromo-1H-pyrrolo[2,3-c]pyridine (1215387-58-8)

Guidance literature:

2-(2-bromo-5-nitropyridin-4-yl)-N,N-dimethylethen-1-amine; With iron; acetic acid; at 20 - 70 ℃; for 2h;

With sodium hydrogencarbonate;

Reference yield:

2-bromo-4-methyl-5-nitropyridine (23056-47-5) → 5-bromo-1H-pyrrolo[2,3-c]pyridine (1215387-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 1.5 h / 60 °C / Inert atmosphere

2: lithium aluminium tetrahydride; titanium tetrachloride / tetrahydrofuran / 0.92 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; titanium tetrachloride; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

2-Amino-4-methylpyridine (695-34-1) → 5-bromo-1H-pyrrolo[2,3-c]pyridine (1215387-58-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: nitric acid; sulfuric acid / 7.75 h / 20 - 50 °C

1.2: pH 9

2.1: copper(I) bromide; tert.-butylnitrite / acetonitrile / 2 h / 60 - 70 °C

3.1: N,N-dimethyl-formamide / 1 h / 100 °C

4.1: acetic acid; iron / 2 h / 20 - 70 °C

With tert.-butylnitrite; sulfuric acid; nitric acid; iron; acetic acid; copper(I) bromide; In N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

2-bromo-4-methyl-5-nitropyridine

2-(2-bromo-5-nitropyridin-4-yl)-N,N-dimethylethen-1-amine

2-Amino-4-methylpyridine

2-amino-5-nitro-4-picoline

Downstream raw materials:

1-(5-bromo-1H-pyrrolo[2,3-c]pyridin-3-yl)ethanone

5-bromo-pyrrolo[2,3-c]pyridine-1-carboxylic acid tert-butyl ester