N-[[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-fluoro-phenyl]methyl]-N-methyl-acetamide

Base Information

• Chemical Name: N-[[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-fluoro-phenyl]methyl]-N-methyl-acetamide
• CAS No.: 1307313-89-8
• Molecular Formula: C₂₆H₂₈ClF₃N₄O₂S
• Molecular Weight: 553.048
• Mol file: 1307313-89-8.mol

Synonyms:N-[[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-fluoro-phenyl]methyl]-N-methyl-acetamide

Chemical Property of N-[[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-fluoro-phenyl]methyl]-N-methyl-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-fluoro-phenyl]methyl]-N-methyl-acetamide

There total 14 articles about N-[[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-fluoro-phenyl]methyl]-N-methyl-acetamide 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:

[2-[4-[(2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methylpyrazol-1-yl]-3-fluorophenyl]-N-methylmethanamine (1307313-68-3) + acetic anhydride (108-24-7) → N-[[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-fluoro-phenyl]methyl]-N-methyl-acetamide (1307313-89-8)

Guidance literature:

In dichloromethane; at 0 ℃; for 1h;

Reference yield:

4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran] (1283095-47-5) → N-[[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-fluoro-phenyl]methyl]-N-methyl-acetamide (1307313-89-8)

Guidance literature:

Multi-step reaction with 12 steps

1.1: acetic acid; sulfuryl dichloride / tert-butyl methyl ether / 21.17 h / 15 - 22 °C

2.1: dmap; triethylamine / dichloromethane / 20 °C

3.1: N-Bromosuccinimide / chlorobenzene / 19 h / 20 - 45 °C / Irradiation

4.1: sodium hydrogencarbonate; dimethyl sulfoxide / chlorobenzene / 24 h / 20 °C

5.1: sodium hydrogencarbonate; sodium hypochlorite; potassium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; chlorobenzene; water / 2 h / 5 - 20 °C

6.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / tetrahydrofuran / 24 h / 70 °C

7.1: hydrogenchloride / isopropyl alcohol; water / 15 h / 45 °C

8.1: tetrahydrofuran / 1 h / 20 °C

8.2: 20 °C

9.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -20 - 0 °C / Inert atmosphere

9.2: 0.5 h / 20 °C

10.1: manganese(IV) oxide / dichloromethane / 29.5 h / 20 °C / Reflux

11.1: ethanol; water / 15 h / 0 - 20 °C

11.2: 3 h / 20 °C / Cooling with ice

12.1: dichloromethane / 1 h / 0 °C

With hydrogenchloride; dmap; manganese(IV) oxide; sodium hypochlorite; N-Bromosuccinimide; lithium aluminium tetrahydride; sulfuryl dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; acetic acid; dimethyl sulfoxide; triethylamine; potassium bromide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; ethanol; dichloromethane; tert-butyl methyl ether; water; chlorobenzene; isopropyl alcohol;

Reference yield:

tert-butyl-2′-chloro-4′-oxo-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate (1307248-46-9) → N-[[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-fluoro-phenyl]methyl]-N-methyl-acetamide (1307313-89-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / tetrahydrofuran / 24 h / 70 °C

2.1: hydrogenchloride / isopropyl alcohol; water / 15 h / 45 °C

3.1: tetrahydrofuran / 1 h / 20 °C

3.2: 20 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -20 - 0 °C / Inert atmosphere

4.2: 0.5 h / 20 °C

5.1: manganese(IV) oxide / dichloromethane / 29.5 h / 20 °C / Reflux

6.1: ethanol; water / 15 h / 0 - 20 °C

6.2: 3 h / 20 °C / Cooling with ice

7.1: dichloromethane / 1 h / 0 °C

With hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; ethanol; dichloromethane; water; isopropyl alcohol;

upstream raw materials:

[2-[4-[(2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methylpyrazol-1-yl]-3-fluorophenyl]-N-methylmethanamine

acetic anhydride

4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-ium trifluoroacetate