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

Base Information

• Chemical Name: 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
• CAS No.: 1307314-56-2
• Molecular Formula: C₂₄H₂₃ClF₃N₃O₃S
• Molecular Weight: 525.979
• Mol file: 1307314-56-2.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 12 articles about 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 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: 73.0%

2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine] (1307248-44-7) + methyl 3-fluoro-2-(4-formyl-3-methylpyrazol-1-yl)benzoate (1307314-07-3) → 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)

Guidance literature:

2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]; methyl 3-fluoro-2-(4-formyl-3-methylpyrazol-1-yl)benzoate; In tetrahydrofuran; at 20 ℃; for 1h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃;

With water; sodium hydrogencarbonate; In tetrahydrofuran;

Reference yield:

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

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: tetrahydrofuran / 1 h / 20 °C

3.2: 20 °C

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

Reference yield:

tert-butyl 2′-chloro-4′,5′-dihydrospiro-[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate (1307248-45-8) → 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)

Guidance literature:

Multi-step reaction with 6 steps

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

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

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

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

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

6.1: tetrahydrofuran / 1 h / 20 °C

6.2: 20 °C

With hydrogenchloride; sodium hypochlorite; N-Bromosuccinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; dimethyl sulfoxide; potassium bromide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; dichloromethane; water; chlorobenzene; isopropyl alcohol;

upstream raw materials:

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

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

methyl 3-fluoro-2-(4-formyl-3-methylpyrazol-1-yl)benzoate

Downstream 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]methanol (L)-tartrate

[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]methanol

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-[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