Ethyl 1H-pyrazolo[4,3-b]p...

Base Information

• Chemical Name: Ethyl 1H-pyrazolo[4,3-b]p...
• CAS No.: 1383735-30-5
• Molecular Formula: C9H9N3O2
• Molecular Weight: 191.189
• Hs Code.: 2933990090
• Mol file: 1383735-30-5.mol

Synonyms:Ethyl 1H-pyrazolo[4,3-b]pyridine-6-carboxylate

Chemical Property of Ethyl 1H-pyrazolo[4,3-b]p...

Chemical Property:

• Boiling Point: 345.3±22.0 °C(Predicted)
• PKA: 9.41±0.40(Predicted)
• PSA: 67.87000
• Density: 1.339±0.06 g/cm3(Predicted)
• LogP: 1.13460

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl1H-pyrazolo[4,3-b]pyridine-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of Ethyl 1H-pyrazolo[4,3-b]p...

There total 8 articles about Ethyl 1H-pyrazolo[4,3-b]p... 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: 14.0%

6-bromo-1H-pyrazolo[4,3-b]pyridine (1150617-54-1) + chloroformic acid ethyl ester (541-41-3) → ethyl 1H-pyrazolo[4,3-b]pyridine-6-carboxylate (1383735-30-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

Reference yield:

5-bromo-2-chloro-3-nitropyridine (67443-38-3) → ethyl 1H-pyrazolo[4,3-b]pyridine-6-carboxylate (1383735-30-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / -10 °C

1.2: 4 h

2.1: hydrogenchloride / water / 4 h / Reflux

3.1: acetic acid; iron / 2 h / Reflux

4.1: triethylamine / dichloromethane / 18 h

4.2: 1 h

5.1: acetic anhydride; potassium acetate; acetic acid; isopentyl nitrite / toluene / 3 h / Reflux

6.1: potassium carbonate; methanol / 1 h / Reflux

7.1: N-ethyl-N,N-diisopropylamine / bis(benzonitrile)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene / 4 h / 135 °C / 11251.1 Torr

With hydrogenchloride; methanol; potassium acetate; acetic anhydride; iron; sodium hydride; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; isopentyl nitrite; 1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride; In dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 6-bromo-1H-pyrazolo[4,3-b]pyridine (1150617-54-1) → ethyl 1H-pyrazolo[4,3-b]pyridine-6-carboxylate (1383735-30-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride; at 135 ℃; for 4h; under 11251.1 Torr;

upstream raw materials:

ethanol

carbon monoxide

6-bromo-1H-pyrazolo[4,3-b]pyridine

2-(5-bromo-3-nitro-pyridin-2-yl)-malonic acid diethyl ester

Downstream raw materials:

C₁₅H₁₂FN₃O₂

C₁₅H₁₆FN₃O₂

C₁₃H₁₀FN₃

C₁₆H₁₅ClFN₃O₃

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