N-{4-[(3S)-3-aminopiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxamide

Base Information

• Chemical Name: N-{4-[(3S)-3-aminopiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxamide
• CAS No.: 1620013-29-7
• Molecular Formula: C₂₆H₂₆F₃N₅O₃S
• Molecular Weight: 545.585
• Mol file: 1620013-29-7.mol

Synonyms:N-{4-[(3S)-3-aminopiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxamide

Chemical Property of N-{4-[(3S)-3-aminopiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{4-[(3S)-3-aminopiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxamide

There total 19 articles about N-{4-[(3S)-3-aminopiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-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:

C31H34F3N5O5S (1620013-31-1) → N-{4-[(3S)-3-aminopiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxamide (1620013-29-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 - 30 ℃; for 16h;

Reference yield:

2,3-cyclopentenopyridine (533-37-9) → N-{4-[(3S)-3-aminopiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxamide (1620013-29-7)

Guidance literature:

Multi-step reaction with 13 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 - 30 °C

2: trichlorophosphate / 3 h / 120 °C

3: sodium methylate / 18 h / 110 °C / Sealed tube

4: sulfuric acid; potassium nitrate / 4 h / 0 - 80 °C

5: hydrogen bromide; acetic acid / water / 0.67 h / 130 °C / Sealed tube

6: trichlorophosphate / 2 h / 110 °C / Sealed tube; Inert atmosphere

7: triethylamine / isopropyl alcohol / 0.5 h / 100 °C

8: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 67 h / 0 - 30 °C

9: 1 h / 90 °C / Sealed tube

10: iron; acetic acid / water / 0.33 h / 20 - 30 °C

11: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 - 30 °C

12: water; sodium hydroxide / tetrahydrofuran; methanol / 1 h / 20 - 30 °C

13: trifluoroacetic acid / dichloromethane / 16 h / 20 - 30 °C

With sulfuric acid; water; hydrogen bromide; sodium methylate; iron; acetic acid; potassium nitrate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide (90685-58-8) → N-{4-[(3S)-3-aminopiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxamide (1620013-29-7)

Guidance literature:

Multi-step reaction with 12 steps

1: trichlorophosphate / 3 h / 120 °C

2: sodium methylate / 18 h / 110 °C / Sealed tube

3: sulfuric acid; potassium nitrate / 4 h / 0 - 80 °C

4: hydrogen bromide; acetic acid / water / 0.67 h / 130 °C / Sealed tube

5: trichlorophosphate / 2 h / 110 °C / Sealed tube; Inert atmosphere

6: triethylamine / isopropyl alcohol / 0.5 h / 100 °C

7: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 67 h / 0 - 30 °C

8: 1 h / 90 °C / Sealed tube

9: iron; acetic acid / water / 0.33 h / 20 - 30 °C

10: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 - 30 °C

11: water; sodium hydroxide / tetrahydrofuran; methanol / 1 h / 20 - 30 °C

12: trifluoroacetic acid / dichloromethane / 16 h / 20 - 30 °C

With sulfuric acid; water; hydrogen bromide; sodium methylate; iron; acetic acid; potassium nitrate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

C₃₁H₃₄F₃N₅O₅S

2,3-cyclopentenopyridine

6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide

4-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine