[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-pyridyl]methanol

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-pyridyl]methanol
• CAS No.: 1307245-86-8
• Molecular Formula: C₂₂H₂₃ClF₂N₄O₂S
• Molecular Weight: 480.966
• Mol file: 1307245-86-8.mol

Synonyms:

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-pyridyl]methanol

Chemical Property:

• Boiling Point: 631.3±55.0 °C(Predicted)
• Density: 1.51±0.1 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

LY2940094 >98% ^*data from reagent suppliers

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-pyridyl]methanol

There total 19 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-pyridyl]methanol 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: 96.0%

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]pyridine-3-carbaldehyde (1307248-65-2) → [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-pyridyl]methanol (1307245-86-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1021/jm500117r

Reference yield:

tert-butyl 2′-chloro-4′,5′-dihydrospiro-[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate (1307248-45-8) → [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-pyridyl]methanol (1307245-86-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N-Bromosuccinimide / chlorobenzene / 19 h / 40 - 45 °C / Irradiation

1.2: 24 h / 20 °C

1.3: 5 - 20 °C / pH 9 / Cooling with ice

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

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

4.1: tetrahydrofuran / 1 h / 20 °C

4.2: 15 h / 20 °C

4.3: Cooling with ice

5.1: potassium carbonate / copper(l) iodide; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / toluene / 18 h / 105 °C

6.1: sodium tetrahydroborate; methanol / dichloromethane / 0.5 h / 0 - 20 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; N-Bromosuccinimide; water; potassium carbonate; (bis-(2-methoxyethyl)amino)sulfur trufluoride; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; In tetrahydrofuran; dichloromethane; chlorobenzene; isopropyl alcohol; toluene;

Reference yield:

4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran] (1283095-47-5) → [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-pyridyl]methanol (1307245-86-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 2-methyltetrahydrofuran / 22 °C

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

3.1: triethylamine / dmap / dichloromethane / 20 °C

4.1: N-Bromosuccinimide / chlorobenzene / 19 h / 40 - 45 °C / Irradiation

4.2: 24 h / 20 °C

4.3: 5 - 20 °C / pH 9 / Cooling with ice

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

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

7.1: tetrahydrofuran / 1 h / 20 °C

7.2: 15 h / 20 °C

7.3: Cooling with ice

8.1: potassium carbonate / copper(l) iodide; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / toluene / 18 h / 105 °C

9.1: sodium tetrahydroborate; methanol / dichloromethane / 0.5 h / 0 - 20 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; N-Bromosuccinimide; sulfuryl dichloride; water; potassium carbonate; acetic acid; triethylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; dmap; copper(l) iodide; In tetrahydrofuran; 2-methyltetrahydrofuran; dichloromethane; tert-butyl methyl ether; chlorobenzene; isopropyl alcohol; toluene;

upstream raw materials:

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

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]