7-[3-(4-fluoro-piperidin-1-yl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 7-[3-(4-fluoro-piperidin-1-yl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 892405-33-3
• Molecular Formula: C₂₅H₃₃FN₂OS
• Molecular Weight: 428.614
• Mol file: 892405-33-3.mol

Synonyms:7-[3-(4-fluoro-piperidin-1-yl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydroisoquinoline

Chemical Property of 7-[3-(4-fluoro-piperidin-1-yl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-[3-(4-fluoro-piperidin-1-yl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydroisoquinoline

There total 11 articles about 7-[3-(4-fluoro-piperidin-1-yl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydroisoquinoline 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:

methanesulfonic acid 3-[2-methyl-4-(4-methylsulfanyl-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-yloxy]-propyl ester (892405-39-9) + 4-fluoropiperidine (78197-27-0) → 7-[3-(4-fluoro-piperidin-1-yl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydroisoquinoline (892405-33-3)

Guidance literature:

With sodium carbonate; potassium iodide; In butan-1-ol; for 18h; Heating;

DOI:10.1016/j.bmcl.2006.11.036

Reference yield:

methanesulfonic acid 3-[2-methyl-4-(4-methylsulfanyl-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-yloxy]-propyl ester (892405-39-9) + 4-fluoropiperidine hydrochloride (57395-89-8) → 7-[3-(4-fluoro-piperidin-1-yl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydroisoquinoline (892405-33-3)

Guidance literature:

With sodium carbonate; potassium iodide; In ethanol; at 50 ℃;

DOI:10.1021/op700183q

Reference yield:

3-{3-[(E)-Methyliminomethyl]-phenoxy}-propan-1-ol → 7-[3-(4-fluoro-piperidin-1-yl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydroisoquinoline (892405-33-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / NaBH₄ / methanol; H₂O / 18.5 h / 0 - 23 °C

2: (i-Pr)2NEt / tetrahydrofuran / 0.75 h / 23 °C

3: methanesulfonic acid / 18 h / 60 °C

4: NaCNBH₃ / methanol / 0.08 h / 23 °C

5: Et₃N / CH₂Cl₂ / 0.33 h / 0 - 23 °C

6: Na₂CO₃; KI / butan-1-ol / 18 h / Heating

With sodium tetrahydroborate; methanesulfonic acid; sodium cyanoborohydride; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; methanol; dichloromethane; water; butan-1-ol;

DOI:10.1016/j.bmcl.2006.11.036

upstream raw materials:

methanesulfonic acid 3-[2-methyl-4-(4-methylsulfanyl-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-yloxy]-propyl ester

4-fluoropiperidine

3-(3-hydroxy-propoxy)-benzaldehyde

3-(3-methylaminomethylphenoxy)propan-1-ol