2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide

Base Information

• Chemical Name: 2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide
• CAS No.: 639008-15-4
• Molecular Formula: C₂₄H₃₁N₃O₂S
• Molecular Weight: 425.595
• Mol file: 639008-15-4.mol

Synonyms:2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide

Chemical Property of 2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide

There total 15 articles about 2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide 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: 85.0%

2-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide (639008-14-3) → 2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide (639008-15-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 6h; under 3750.3 Torr;

DOI:10.3987/COM-03-9838

Reference yield:

4-nitrobenzaldehdye (555-16-8) → 2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide (639008-15-4)

Guidance literature:

Multi-step reaction with 12 steps

1: 86 percent / t-BuOK / tetrahydrofuran / 4.5 h / -78 °C

2: 82 percent / triethylamine; methanesulfonyl chloride / CHCl₃ / 25.25 h / 0 - 5 °C

3: 0.7 g / NaI*2H₂O / acetone / 6 h / Heating

4: 64 percent / dimethylformamide; SOCl₂ / benzene / 5 h / Heating

5: 54 percent / triethylamine / benzene / 5 h / 0 - 20 °C

6: 88 percent / H₂ / Pd/C / dioxane / 24 h / 20 °C / 750.06 Torr

7: 84 percent / H₂ / Pd/C / ethanol / 8 h / 20 °C

8: 87 percent / triethylamine / CH₂Cl₂ / 19 h / 0 - 20 °C

9: 51 percent / TiCl₄ / chlorobenzene / 0.28 h / 100 - 110 °C

10: 84 percent / KOH / methanol / 2 h / 20 °C

11: 83 percent / KOH / methanol / 8 h / Heating

12: 85 percent / H₂ / Pd/C / methanol / 6 h / 20 °C / 3750.3 Torr

With potassium hydroxide; thionyl chloride; potassium tert-butylate; hydrogen; titanium tetrachloride; methanesulfonyl chloride; triethylamine; N,N-dimethyl-formamide; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; chloroform; chlorobenzene; acetone; benzene;

DOI:10.3987/COM-03-9838

Reference yield:

1-Methyl-4-piperidone (1445-73-4) → 2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide (639008-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / KOH / methanol / 8 h / Heating

2: 85 percent / H₂ / Pd/C / methanol / 6 h / 20 °C / 3750.3 Torr

With potassium hydroxide; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.3987/COM-03-9838

upstream raw materials:

2-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide

1-Methyl-4-piperidone

N-benzyl-N-methylmethanesulfonamide

trans-2-(p-nitrophenyl)ethenesulfonyl chloride

Downstream raw materials:

naratriptan