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-aniline

Base Information

• Chemical Name: 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-aniline
• CAS No.: 1307314-65-3
• Molecular Formula: C₂₂H₂₂ClF₃N₄OS
• Molecular Weight: 482.957
• Mol file: 1307314-65-3.mol

Synonyms: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-aniline

Chemical Property of 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-aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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-aniline

There total 10 articles about 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-aniline 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:

1,2-difluoro-3-nitrobenzene (6921-22-8) + 2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine] (1307248-44-7) + 3-methyl-1H-pyrazole-4-carbaldehyde (112758-40-4) → C22H22ClF3N4OS + 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-aniline (1307314-65-3)

Guidance literature:

1,2-difluoro-3-nitrobenzene; 3-methyl-1H-pyrazole-4-carbaldehyde; With potassium carbonate; In acetonitrile; at 20 ℃;

2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-ium trifluoroacetate (1307248-40-3) → C22H22ClF3N4OS + 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-aniline (1307314-65-3)

Guidance literature:

Multi-step reaction with 9 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: potassium carbonate / acetonitrile / 20 °C

9.2: 0.5 h / 20 °C

With hydrogenchloride; dmap; sodium hypochlorite; N-Bromosuccinimide; sulfuryl dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium carbonate; 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; acetonitrile;

Reference yield:

tert-butyl-2′-chloro-4′-oxo-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate (1307248-46-9) → C22H22ClF3N4OS + 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-aniline (1307314-65-3)

Guidance literature:

Multi-step reaction with 3 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: potassium carbonate / acetonitrile / 20 °C

3.2: 0.5 h / 20 °C

With hydrogenchloride; potassium carbonate; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; water; isopropyl alcohol; acetonitrile;

upstream raw materials:

1,2-difluoro-3-nitrobenzene

2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]

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

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