[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

Base Information

• Chemical Name: [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
• CAS No.: 1307313-68-3
• Molecular Formula: C₂₄H₂₆ClF₃N₄OS
• Molecular Weight: 511.011
• Mol file: 1307313-68-3.mol

Synonyms:[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

Chemical Property of [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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [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

There total 16 articles about [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 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: 80.0%

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-benzaldehyde (1307314-58-4) + methylamine (74-89-5) → [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)

Guidance literature:

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-benzaldehyde; methylamine; In ethanol; water; at 0 - 20 ℃; for 15h;

With sodium tetrahydroborate; In ethanol; water; at 20 ℃; for 3h; Cooling with ice;

DOI:10.1021/jm500117r

Reference yield:

tert-butyl 2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-carboxylate (1307248-48-1) → [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)

Guidance literature:

Multi-step reaction with 5 steps

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

2.1: tetrahydrofuran / 1 h / 20 °C

2.2: 20 °C

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

3.2: 0.5 h / 20 °C

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

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

5.2: 3 h / 20 °C / Cooling with ice

With hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; ethanol; dichloromethane; water; isopropyl alcohol;

Reference yield:

methyl 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-fluorobenzoate (1307314-56-2) → [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)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: 0.5 h / 20 °C

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

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

3.2: 3 h / 20 °C / Cooling with ice

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; ethanol; dichloromethane; water;

upstream raw materials:

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-benzaldehyde

methylamine

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

Downstream raw materials:

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

[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 (L)-tartrate