1H-PYRROLO[2,3-B]PYRIDINE-5-CARBOXYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 1H-PYRROLO[2,3-B]PYRIDINE-5-CARBOXYLIC ACID METHYL ESTER
• CAS No.: 849067-96-5
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• Mol file: 849067-96-5.mol

Synonyms:Methyl1H-pyrrolo[2,3-b]pyridine-5-carboxylate;Methyl 7-azaindole-5-carboxylate;

Chemical Property of 1H-PYRROLO[2,3-B]PYRIDINE-5-CARBOXYLIC ACID METHYL ESTER

Chemical Property:

• Refractive Index: 1.648
• PKA: 12.97±0.40(Predicted)
• PSA: 54.98000
• Density: 1.324 g/cm³
• LogP: 1.34950
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

Methyl1H-Pyrrolo[2,3-b]pyridine-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-PYRROLO[2,3-B]PYRIDINE-5-CARBOXYLIC ACID METHYL ESTER

There total 13 articles about 1H-PYRROLO[2,3-B]PYRIDINE-5-CARBOXYLIC ACID METHYL ESTER 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: 89.47%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester (849067-96-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; triethylamine; at 100 ℃; for 10h;

Reference yield: 78.3%

methanol (67-56-1) + 1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (754214-42-1) → 1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester (849067-96-5)

Guidance literature:

With thionyl chloride; for 18h; Reflux;

DOI:10.1016/j.bioorg.2021.105185

Reference yield: 67.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1H-pyrrolo[2,3-b]pyridine-5-carbonitrile (517918-95-5) → 1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester (849067-96-5)

Guidance literature:

1H-pyrrolo[2,3-b]pyridine-5-carbonitrile; With sodium hydroxide; In ethanol; at 100 ℃; for 72h;

diazomethane; In tetrahydrofuran; diethyl ether; at 0 ℃;

upstream raw materials:

1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester

methanol

carbon monoxide

5-bromo-1H-pyrrolo[2,3-b]pyridine

Downstream raw materials:

(1H-pyrrolo[2,3-b]pyridin-5-yl)methanol

1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester

C₂₀H₂₂FN₅O₂

C₂₅H₃₀FN₅O₄