[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

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 (L)-tartrate
• CAS No.: 1307313-69-4
• Molecular Formula: C₄H₆O₆*C₂₄H₂₆ClF₃N₄OS
• Molecular Weight: 661.099
• Mol file: 1307313-69-4.mol

Synonyms:

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 (L)-tartrate

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 (L)-tartrate

There total 12 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 (L)-tartrate 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: 95.0%

L-Tartaric acid (87-69-4,138508-61-9) + [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) → [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 (1307313-69-4)

Guidance literature:

In methanol; at 20 ℃; for 0.25h;

DOI:10.1021/jm500117r

Reference yield:

3-methyl-1H-pyrazole-4-carbaldehyde (112758-40-4) → [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 (1307313-69-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 15 h / 0 - 20 °C

2.1: tetrahydrofuran / 1 h / 20 °C

2.2: 16 h / 20 °C

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

3.2: 0.5 h / 20 °C / Inert atmosphere

4.1: manganese(IV) oxide / dichloromethane / 28.5 h / 20 °C / Reflux

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

5.2: 3 h / 20 °C / Cooling with ice

6.1: methanol / 0.25 h / 20 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; potassium tert-butylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm500117r

Reference yield:

tert-butyl-2′-chloro-4′-oxo-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate (1307248-46-9) → [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 (1307313-69-4)

Guidance literature:

Multi-step reaction with 7 steps

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

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

3.1: tetrahydrofuran / 1 h / 20 °C

3.2: 16 h / 20 °C

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

4.2: 0.5 h / 20 °C / Inert atmosphere

5.1: manganese(IV) oxide / dichloromethane / 28.5 h / 20 °C / Reflux

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

6.2: 3 h / 20 °C / Cooling with ice

7.1: methanol / 0.25 h / 20 °C

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

DOI:10.1021/jm500117r

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

3-methyl-1H-pyrazole-4-carbaldehyde

methyl 2,3-difluorobenzoate

tert-butyl-2′-chloro-4′-oxo-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate