3-{1-[2-Oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide

Base Information

• Chemical Name: 3-{1-[2-Oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide
• CAS No.: 79106-67-5
• Molecular Formula: C₂₅H₂₉N₅O₄
• Molecular Weight: 463.536
• Mol file: 79106-67-5.mol

Synonyms:3-{1-[2-Oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide

Chemical Property of 3-{1-[2-Oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{1-[2-Oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide

There total 6 articles about 3-{1-[2-Oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide 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: 53.0%

1-(3,4,5-trimethoxyphenyl)-2-bromoethanone (51490-01-8) + 4-(2-cyanoamino-3,4-dihydroquinazolin-3-yl)piperidine hydrochloride (79098-82-1) → 3-{1-[2-Oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide (79106-67-5)

Guidance literature:

With triethylamine; In methanol; at 20 ℃;

DOI:10.1002/jhet.5570200315

Reference yield:

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 3-{1-[2-Oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide (79106-67-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 2) NaBH₄ / 1) methanol, 20 deg C, 1 h; 2) 1 h

2: 78 percent / H₂ / Pd/C / ethanol / 10 h / 20 °C / 2585.7 Torr

3: 43 percent / DBU / dioxane / 10 h / 20 °C

4: 94 percent / HCl / ethyl acetate / Ambient temperature

5: 53 percent / triethylamine / methanol / 20 °C

With hydrogenchloride; sodium tetrahydroborate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; ethyl acetate;

DOI:10.1002/jhet.5570200315

Reference yield:

tert-butyl 4-((2-nitrobenzyl)amino)piperidine-1-carboxylate (87120-79-4) → 3-{1-[2-Oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide (79106-67-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / H₂ / Pd/C / ethanol / 10 h / 20 °C / 2585.7 Torr

2: 43 percent / DBU / dioxane / 10 h / 20 °C

3: 94 percent / HCl / ethyl acetate / Ambient temperature

4: 53 percent / triethylamine / methanol / 20 °C

With hydrogenchloride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; ethyl acetate;

DOI:10.1002/jhet.5570200315

upstream raw materials:

1-(3,4,5-trimethoxyphenyl)-2-bromoethanone

4-(2-cyanoamino-3,4-dihydroquinazolin-3-yl)piperidine hydrochloride

1-(tert-butoxycarbonyl)-4-aminopiperidine

tert-butyl 4-((2-aminobenzyl)amino)piperidine-1-carboxylate

Downstream raw materials:

3-{1-[2-Hydroxy-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide