6H-Pyrrolo[3,4-b]pyridine

Base Information

• Chemical Name: 6H-Pyrrolo[3,4-b]pyridine
• CAS No.: 271-01-2
• Molecular Formula: C₇H₆N₂
• Molecular Weight: 118.138
• Mol file: 271-01-2.mol

Synonyms:6H-pyrrolo[3,4-b]pyridin;1H-PYRROLO[3,4-B]PYRIDINE;pyrrolo[3,4-e]pyridine;

Chemical Property of 6H-Pyrrolo[3,4-b]pyridine

Chemical Property:

• Boiling Point: 298.5±13.0 °C(Predicted)
• PSA: 28.68000
• Density: 1.242±0.06 g/cm3(Predicted)
• LogP: 1.56290

Purity/Quality:

6H-Pyrrolo[3,4-b]pyridine 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6H-Pyrrolo[3,4-b]pyridine

There total 5 articles about 6H-Pyrrolo[3,4-b]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: 81.0%

3a,8-Dihydro-[1,2,3]triazolo[1',5':1,5]pyrrolo[3,4-b]pyridine-3,3-dicarboxylic acid diethyl ester (111011-43-9) → 1,3-diethyl 2-diazopropanedioate (5256-74-6) + pyrrolo[3,4-e]pyridine (271-01-2)

Guidance literature:

With trifluoroacetic acid; In diethyl ether;

DOI:10.1016/S0040-4039(00)95942-2

Reference yield:

diethyl 2-(2-methylpyridyl)ethylene-1,1-dicarboxylate (111011-37-1) → pyrrolo[3,4-e]pyridine (271-01-2)

Guidance literature:

Multi-step reaction with 4 steps

1: MCPBA

2: 66 percent / phenylsulfonyl chloride

3: 85 percent / NaN₃ / dimethylformamide

4: 81 percent / trifluoroacetic acid / diethyl ether

With sodium azide; benzenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)95942-2

Reference yield:

2-(2-Methyl-1-oxy-pyridin-3-ylmethylene)-malonic acid diethyl ester (111011-38-2) → pyrrolo[3,4-e]pyridine (271-01-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / phenylsulfonyl chloride

2: 85 percent / NaN₃ / dimethylformamide

3: 81 percent / trifluoroacetic acid / diethyl ether

With sodium azide; benzenesulfonyl chloride; trifluoroacetic acid; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)95942-2

upstream raw materials:

3a,8-Dihydro-[1,2,3]triazolo[1',5':1,5]pyrrolo[3,4-b]pyridine-3,3-dicarboxylic acid diethyl ester

diethyl 2-(2-methylpyridyl)ethylene-1,1-dicarboxylate

2-(2-Methyl-1-oxy-pyridin-3-ylmethylene)-malonic acid diethyl ester

2-(2-Chloromethyl-pyridin-3-ylmethylene)-malonic acid diethyl ester

Refernces

• 1、 Tsai, Chung-Yin,Sha, Chin-Kang. "2H-PYRROLOPYRIDINE AND 2H-PYRROLOPYRIDINE: SYNTHESIS OF THE PARENT RING SYSTEM AND THE DIELS-ALDER REACTION". . p. 1419 - 1420. Retrieved 2007/10/02.