3-METHYL-3H-IMIDAZO[4,5-B]PYRIDINE

Base Information

• Chemical Name: 3-METHYL-3H-IMIDAZO[4,5-B]PYRIDINE
• CAS No.: 6688-61-5
• Molecular Formula: C7H7N3
• Molecular Weight: 133.15100
• Hs Code.: 2933990090
• Mol file: 6688-61-5.mol

Synonyms:3-methylimidazo[4,5-b]pyridine;

Chemical Property of 3-METHYL-3H-IMIDAZO[4,5-B]PYRIDINE

Chemical Property:

• PSA: 30.71000
• LogP: 0.96830
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

3-Methyl-3H-imidazo[4,5-b]pyridine ^*data from reagent suppliers

Safty Information:

• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-METHYL-3H-IMIDAZO[4,5-B]PYRIDINE

There total 10 articles about 3-METHYL-3H-IMIDAZO[4,5-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: 89.0%

2,3-Diaminopyridine (452-58-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-methyl-3H-imidazo[4,5-b]pyridine (6688-61-5)

Guidance literature:

With zinc(II) acetate dihydrate; In neat (no solvent); at 120 ℃; for 18h; under 7600.51 Torr; Autoclave; Inert atmosphere; Green chemistry;

DOI:10.1055/s-0035-1560319

Reference yield: 85.0%

3-amino-2-methylaminopyridine (5028-20-6) + orthoformic acid triethyl ester (122-51-0) → 3-methyl-3H-imidazo[4,5-b]pyridine (6688-61-5)

Guidance literature:

With formic acid; for 5h; Reflux;

DOI:10.1002/chem.201703908

Reference yield: 70.0%

1H-Imidazo[4,5-b]pyridine (273-21-2,170245-18-8) + methyl iodide (74-88-4) → 3-methyl-3H-imidazo[4,5-b]pyridine (6688-61-5) + 1-methyl-1H-imidazo[4,5-b]pyridine (39998-52-2)

Guidance literature:

1H-Imidazo[4,5-b]pyridine; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

methyl iodide; In N,N-dimethyl-formamide; at 50 ℃;

DOI:10.7164/antibiotics.55.975

upstream raw materials:

3H-imidazo[4,5-b]pyridine

methyl iodide

1H-Imidazo[4,5-b]pyridine

3-amino-2-methylaminopyridine

Downstream raw materials:

2-(4-methoxyphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine

2-chloro-3-methyl-3H-imidazo[4,5-b]pyridine

6-bromo-3-methylimidazo<4,5-b>pyridine

Refernces

• 1、 Chou, Pi-Tai,Wei, Ching-Yen,Wu, Go-Ray,Chen, Wen-Sin. "Excited-state double proton transfer in 7-azaindole analogues: Observation of molecular-based tuning proton-transfer tautomerism [2]". . p. 12186 - 12187. Retrieved 1999.
• 2、 Tran, Ga?l,Confair, Danielle,Hesp, Kevin D.,Mascitti, Vincent,Ellman, Jonathan A.. "C2-Selective Branched Alkylation of Benzimidazoles by Rhodium(I)-Catalyzed C-H Activation". . p. 9243 - 9252. Retrieved 2017/09/11.
• 3、 Savitha, Bhaskaran,Sajith, Ayyiliath. M.,Joy, M. Nibin,Khader, K.K. Abdul,Muralidharan,Padusha, M. Syed Ali,Bodke, Yadav D.. "Palladium-Catalyzed Suzuki Cross-Coupling of 2-Halo-Deazapurines with Potassium Organotrifluoroborate Salts in the Regioselective Synthesis of Imidazo[4,5-b]pyridine Analogues". . p. 618 - 630. Retrieved 2016/07/06.