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

Base Information

• Chemical Name: N-(2-(4-((2'-chloro-4',4'-difluoro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-yl)methyl)-3-methyl-1H-pyrazol-1-yl)-3-fluorobenzylidene)-2-methoxyethanamine
• CAS No.: 1307314-59-5
• Molecular Formula: C₂₆H₂₈ClF₃N₄O₂S
• Molecular Weight: 553.048
• Mol file: 1307314-59-5.mol

Synonyms:N-(2-(4-((2'-chloro-4',4'-difluoro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-yl)methyl)-3-methyl-1H-pyrazol-1-yl)-3-fluorobenzylidene)-2-methoxyethanamine

Chemical Property of N-(2-(4-((2'-chloro-4',4'-difluoro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-yl)methyl)-3-methyl-1H-pyrazol-1-yl)-3-fluorobenzylidene)-2-methoxyethanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-(4-((2'-chloro-4',4'-difluoro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-yl)methyl)-3-methyl-1H-pyrazol-1-yl)-3-fluorobenzylidene)-2-methoxyethanamine

There total 13 articles about N-(2-(4-((2'-chloro-4',4'-difluoro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-yl)methyl)-3-methyl-1H-pyrazol-1-yl)-3-fluorobenzylidene)-2-methoxyethanamine 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: 100.0%

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) + 2-methoxyethylamine (109-85-3) → N-(2-(4-((2'-chloro-4',4'-difluoro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-yl)methyl)-3-methyl-1H-pyrazol-1-yl)-3-fluorobenzylidene)-2-methoxyethanamine (1307314-59-5)

Guidance literature:

In dichloromethane; Molecular sieve;

Reference yield:

4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran] (1283095-47-5) → N-(2-(4-((2'-chloro-4',4'-difluoro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-yl)methyl)-3-methyl-1H-pyrazol-1-yl)-3-fluorobenzylidene)-2-methoxyethanamine (1307314-59-5)

Guidance literature:

Multi-step reaction with 11 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: dichloromethane / Molecular sieve

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; dichloromethane; tert-butyl methyl ether; water; chlorobenzene; isopropyl alcohol;

Reference yield:

4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-ium trifluoroacetate (1307248-40-3) → N-(2-(4-((2'-chloro-4',4'-difluoro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-yl)methyl)-3-methyl-1H-pyrazol-1-yl)-3-fluorobenzylidene)-2-methoxyethanamine (1307314-59-5)

Guidance literature:

Multi-step reaction with 12 steps

1.1: sodium hydroxide / dichloromethane; water / Cooling with ice

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

3.1: dmap; triethylamine / dichloromethane / 20 °C

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

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

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

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

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

9.1: tetrahydrofuran / 1 h / 20 °C

9.2: 20 °C

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

10.2: 0.5 h / 20 °C

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

12.1: dichloromethane / Molecular sieve

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; sodium hydroxide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; water; chlorobenzene; isopropyl alcohol;

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

2-methoxyethylamine

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:

C₂₆H₃₀ClF₃N₄O₂S

Refernces