1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo [3,4-c]pyridine-3-carboxamide

Base Information

• Chemical Name: 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo [3,4-c]pyridine-3-carboxamide
• CAS No.: 2029205-64-7
• Molecular Formula: C₂₄H₂₂ClN₅O₃
• Molecular Weight: 463.923
• Mol file: 2029205-64-7.mol

Synonyms:

Chemical Property of 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo [3,4-c]pyridine-3-carboxamide

Chemical Property:

• Boiling Point: 765.5±60.0 °C(Predicted)
• Density: 1.49±0.1 g/cm3(Predicted)

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-(4-Chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 1-(4-Chlorophenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide is a reagent used in the preparation of SAR of apixaban derivatives as Fxa inhibitors.

Technology Process of 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo [3,4-c]pyridine-3-carboxamide

There total 13 articles about 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo [3,4-c]pyridine-3-carboxamide 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: 79.9%

ethyl 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate → 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo [3,4-c]pyridine-3-carboxamide (2029205-64-7)

Guidance literature:

With sodium methylate; formamide; In N,N-dimethyl-formamide; at 50 ℃; for 5h;

DOI:10.1016/j.bmc.2016.09.024

Reference yield:

5-Chlorovaleroyl chloride (1575-61-7) → 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo [3,4-c]pyridine-3-carboxamide (2029205-64-7)

Guidance literature:

Multi-step reaction with 10 steps

1: trimethylamine / tetrahydrofuran / 0 - 20 °C

2: potassium carbonate; dimethyl sulfoxide / 6 h / 80 °C

3: phosphorus pentachloride / dichloromethane / 5 h / Reflux

4: 1.5 h / 130 °C

5: trimethylamine / ethyl acetate / 6 h / 80 °C

6: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7: hydrogenchloride; iron; ammonium chloride / water; ethanol / 2.5 h / 80 °C

8: trimethylamine / tetrahydrofuran / 6.5 h / 0 - 25 °C

9: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C

10: sodium methylate; formamide / N,N-dimethyl-formamide / 5 h / 50 °C

With hydrogenchloride; phosphorus pentachloride; sodium methylate; iron; sodium hydride; potassium carbonate; ammonium chloride; formamide; dimethyl sulfoxide; trifluoroacetic acid; trimethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2016.09.024

Reference yield:

4-chloro-aniline (106-47-8) → 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo [3,4-c]pyridine-3-carboxamide (2029205-64-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium nitrite; hydrogenchloride / water / -5 - 20 °C

1.2: 2 h / 25 °C

2.1: trimethylamine / ethyl acetate / 6 h / 80 °C

3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

4.1: hydrogenchloride; iron; ammonium chloride / water; ethanol / 2.5 h / 80 °C

5.1: trimethylamine / tetrahydrofuran / 6.5 h / 0 - 25 °C

6.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C

7.1: sodium methylate; formamide / N,N-dimethyl-formamide / 5 h / 50 °C

With hydrogenchloride; sodium methylate; iron; sodium hydride; ammonium chloride; formamide; trifluoroacetic acid; sodium nitrite; trimethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2016.09.024

upstream raw materials:

5-Chlorovaleroyl chloride

4-chloro-aniline

(Z)-ethyl 2-chloro-2-(2-(4-chlorophenyl)hydrazono)acetate

4-nitro-aniline