1-(4-fluorophenyl)-l,5,6,7-tetrahydro-pyrazolo[4,3-b]pyridine-4,6-dicarboxylic acid 4-{[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butyl]-amide} 6-methylamide

Base Information

• Chemical Name: 1-(4-fluorophenyl)-l,5,6,7-tetrahydro-pyrazolo[4,3-b]pyridine-4,6-dicarboxylic acid 4-{[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butyl]-amide} 6-methylamide
• CAS No.: 1383733-71-8
• Molecular Formula: C₂₆H₃₁FN₆O₅S
• Molecular Weight: 558.634
• Mol file: 1383733-71-8.mol

Synonyms:1-(4-fluorophenyl)-l,5,6,7-tetrahydro-pyrazolo[4,3-b]pyridine-4,6-dicarboxylic acid 4-{[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butyl]-amide} 6-methylamide

Chemical Property of 1-(4-fluorophenyl)-l,5,6,7-tetrahydro-pyrazolo[4,3-b]pyridine-4,6-dicarboxylic acid 4-{[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butyl]-amide} 6-methylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-fluorophenyl)-l,5,6,7-tetrahydro-pyrazolo[4,3-b]pyridine-4,6-dicarboxylic acid 4-{[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butyl]-amide} 6-methylamide

There total 13 articles about 1-(4-fluorophenyl)-l,5,6,7-tetrahydro-pyrazolo[4,3-b]pyridine-4,6-dicarboxylic acid 4-{[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butyl]-amide} 6-methylamide 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:

5-bromo-2-chloro-3-nitropyridine (67443-38-3) → 1-(4-fluorophenyl)-l,5,6,7-tetrahydro-pyrazolo[4,3-b]pyridine-4,6-dicarboxylic acid 4-{[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butyl]-amide} 6-methylamide (1383733-71-8)

Guidance literature:

Multi-step reaction with 13 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

8.1: potassium carbonate / cis-N,N'-dimethyl-1,2-diaminocyclohexane; copper(l) iodide / N,N-dimethyl-formamide / 3 h / 130 °C / microwave irradiation

9.1: hydrogenchloride; hydrogen / platinum(IV) oxide hydrate / 1,4-dioxane; ethanol / 18 h / 760.05 Torr

10.1: sodium hydrogencarbonate / dichloromethane; toluene; water / 1 h / 0 °C

11.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h

12.1: sodium hydroxide; water / methanol / 4 h

12.2: pH 4

13.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 18 h

With hydrogenchloride; methanol; water; hydrogen; potassium acetate; acetic anhydride; iron; sodium hydride; sodium hydrogencarbonate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; isopentyl nitrite; 1,1'-bis-(diphenylphosphino)ferrocene; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; platinum(IV) oxide hydrate; cis-N,N'-dimethyl-1,2-diaminocyclohexane; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

1-(4-fluorophenyl)-4-[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butylcarbamoyl]-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-6-carboxylic acid (1383733-70-7) + ethanolamine (141-43-5) → 1-(4-fluorophenyl)-l,5,6,7-tetrahydro-pyrazolo[4,3-b]pyridine-4,6-dicarboxylic acid 4-{[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butyl]-amide} 6-methylamide (1383733-71-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 18h;

Reference yield:

2-(5-bromo-3-nitro-pyridin-2-yl)-malonic acid diethyl ester (911434-04-3) → 1-(4-fluorophenyl)-l,5,6,7-tetrahydro-pyrazolo[4,3-b]pyridine-4,6-dicarboxylic acid 4-{[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butyl]-amide} 6-methylamide (1383733-71-8)

Guidance literature:

Multi-step reaction with 12 steps

1.1: hydrogenchloride / water / 4 h / Reflux

2.1: acetic acid; iron / 2 h / Reflux

3.1: triethylamine / dichloromethane / 18 h

3.2: 1 h

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

5.1: potassium carbonate; methanol / 1 h / Reflux

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

7.1: potassium carbonate / cis-N,N'-dimethyl-1,2-diaminocyclohexane; copper(l) iodide / N,N-dimethyl-formamide / 3 h / 130 °C / microwave irradiation

8.1: hydrogenchloride; hydrogen / platinum(IV) oxide hydrate / 1,4-dioxane; ethanol / 18 h / 760.05 Torr

9.1: sodium hydrogencarbonate / dichloromethane; toluene; water / 1 h / 0 °C

10.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h

11.1: sodium hydroxide; water / methanol / 4 h

11.2: pH 4

12.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 18 h

With hydrogenchloride; methanol; water; hydrogen; potassium acetate; acetic anhydride; iron; sodium hydrogencarbonate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; isopentyl nitrite; 1,1'-bis-(diphenylphosphino)ferrocene; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; platinum(IV) oxide hydrate; cis-N,N'-dimethyl-1,2-diaminocyclohexane; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

1-(4-fluorophenyl)-4-[(S)-1-(2-methanesulfonyl-pyridin-4-yl)-butylcarbamoyl]-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-6-carboxylic acid

ethanolamine

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

5-bromo-2-methyl-3-nitropyridine

Refernces