2-cyclopropyl-6,7-dimethoxy-4-[4-(2-methoxy-phenyl)-piperidin-1-yl]-quinazoline

Base Information

• Chemical Name: 2-cyclopropyl-6,7-dimethoxy-4-[4-(2-methoxy-phenyl)-piperidin-1-yl]-quinazoline
• CAS No.: 1616294-18-8
• Molecular Formula: C₂₅H₂₉N₃O₃
• Molecular Weight: 419.524
• Mol file: 1616294-18-8.mol

Synonyms:2-cyclopropyl-6,7-dimethoxy-4-[4-(2-methoxy-phenyl)-piperidin-1-yl]-quinazoline

Chemical Property of 2-cyclopropyl-6,7-dimethoxy-4-[4-(2-methoxy-phenyl)-piperidin-1-yl]-quinazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-cyclopropyl-6,7-dimethoxy-4-[4-(2-methoxy-phenyl)-piperidin-1-yl]-quinazoline

There total 8 articles about 2-cyclopropyl-6,7-dimethoxy-4-[4-(2-methoxy-phenyl)-piperidin-1-yl]-quinazoline 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: 27.0%

4-(2-methoxyphenyl)piperidine (58333-75-8) + 4-chloro-2-cyclopropyl-6,7-dimethoxy-quinazoline (1448676-37-6) → 2-cyclopropyl-6,7-dimethoxy-4-[4-(2-methoxy-phenyl)-piperidin-1-yl]-quinazoline (1616294-18-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃;

Reference yield: 27.0%

4-chloro-2-cyclopropyl-6,7-dimethoxy-quinazoline (1448676-37-6) + 1,2,3,4,5,6-hexahydro-4-(2-methoxyphenyl)pyridine hydrochloride (82212-04-2) → 2-cyclopropyl-6,7-dimethoxy-4-[4-(2-methoxy-phenyl)-piperidin-1-yl]-quinazoline (1616294-18-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃;

DOI:10.1021/acs.jmedchem.9b00340

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 2-cyclopropyl-6,7-dimethoxy-4-[4-(2-methoxy-phenyl)-piperidin-1-yl]-quinazoline (1616294-18-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C

1.2: -78 - 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 1.5 h / 80 °C / Inert atmosphere; Microwave irradiation

3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2585.81 Torr / Inert atmosphere

4.1: hydrogenchloride / 1,4-dioxane / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 70 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

1-t-Butoxycarbonyl-4-(2-methoxyphenyl)-1,2,3,6-tetrahydropyridine

1-t-Butoxycarbonyl-4-(2-methoxyphenyl)piperidine

4-(2-methoxyphenyl)piperidine