2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylic acid

Base Information

• Chemical Name: 2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylic acid
• CAS No.: 1367874-72-3
• Molecular Formula: C₃₄H₃₁N₃O₄
• Molecular Weight: 545.638
• Mol file: 1367874-72-3.mol

Synonyms:2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylic acid

Chemical Property of 2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylic acid

There total 7 articles about 2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylic acid 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%

methyl 2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylate (1367874-71-2) → 2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylic acid (1367874-72-3)

Guidance literature:

methyl 2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylate; With sodium hydroxide; In tetrahydrofuran; methanol; at 70 ℃; for 4h;

With hydrogenchloride; In water;

Reference yield:

2,4-dichloro-3-pyridine Carboxaldehyde (134031-24-6) → 2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylic acid (1367874-72-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrazine hydrate / 1,2-dimethoxyethane / 20 - 75 °C

2.1: iodine; potassium hydroxide / 1,4-dioxane / 4 h / 75 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

3.2: 19 h / 20 °C

4.1: sodium hydride / 1,4-dioxane; mineral oil / 3 h / 20 °C

4.2: 2 h / 190 °C / Microwave irradiation

5.1: tetra-(n-butyl)ammonium iodide; triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; N,N-dimethyl-formamide / 105 °C

6.1: sodium hydride / dimethyl sulfoxide / 0.08 h / 20 °C

6.2: 2 h / 20 °C

7.1: sodium hydroxide / tetrahydrofuran; methanol / 4 h / 70 °C

With iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; hydrazine hydrate; triethylamine; potassium hydroxide; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

Reference yield:

2,4-dichloropyridine (26452-80-2) → 2-[4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl]cyclopropanecarboxylic acid (1367874-72-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3.5 h / -78 - 0 °C

1.2: 1.5 h / -78 °C

2.1: hydrazine hydrate / 1,2-dimethoxyethane / 20 - 75 °C

3.1: iodine; potassium hydroxide / 1,4-dioxane / 4 h / 75 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

4.2: 19 h / 20 °C

5.1: sodium hydride / 1,4-dioxane; mineral oil / 3 h / 20 °C

5.2: 2 h / 190 °C / Microwave irradiation

6.1: tetra-(n-butyl)ammonium iodide; triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; N,N-dimethyl-formamide / 105 °C

7.1: sodium hydride / dimethyl sulfoxide / 0.08 h / 20 °C

7.2: 2 h / 20 °C

8.1: sodium hydroxide / tetrahydrofuran; methanol / 4 h / 70 °C

With n-butyllithium; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

2,4-dichloro-3-pyridine Carboxaldehyde

2,4-dichloropyridine

4-chloro-1H-pyrazolo [4,3-c]pyridine

4-chloro-3-iodo-1-trityl-1H-pyrazolo[4,3-c]pyridine