3-PYRIDINECARBOXAMIDE, N-(1,1-DIMETHYLETHYL)-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-

Base Information

• Chemical Name: 3-PYRIDINECARBOXAMIDE, N-(1,1-DIMETHYLETHYL)-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-
• CAS No.: 881743-64-2
• Molecular Formula: C22H30N4O
• Molecular Weight: 366.506
• Mol file: 881743-64-2.mol

Synonyms:3-PYRIDINECARBOXAMIDE, N-(1,1-DIMETHYLETHYL)-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-;N-tert-butyl-6-(4-methylpiperazin-1-yl)-4-(o-tolyl)nicotinamide

Chemical Property of 3-PYRIDINECARBOXAMIDE, N-(1,1-DIMETHYLETHYL)-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-

Chemical Property:

• Melting Point: 116.1-117.6 °C
• Boiling Point: 534.1±50.0 °C(Predicted)
• PKA: 14.38±0.46(Predicted)
• PSA: 48.47000
• Density: 1.086±0.06 g/cm3(Predicted)
• LogP: 3.73090

Purity/Quality:

99% ^*data from raw suppliers

N-(tert-Butyl)-6-(4-methylpiperazin-1-yl)-4-(o-tolyl)nicotinamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-PYRIDINECARBOXAMIDE, N-(1,1-DIMETHYLETHYL)-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-

There total 3 articles about 3-PYRIDINECARBOXAMIDE, N-(1,1-DIMETHYLETHYL)-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)- 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: 84.0%

1-methyl-piperazine (109-01-3) + N-tert-butyl-6-chloro-4-(o-tolyl)nicotinamide (342417-04-3) → N-tert-butyl-6-(4-methylpiperazin-1-yl)-4-(o-tolyl)nicotinamide (881743-64-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; Reflux;

Reference yield:

N-tert-butyl-6-chloro-nicotinamide (115309-58-5) → N-tert-butyl-6-(4-methylpiperazin-1-yl)-4-(o-tolyl)nicotinamide (881743-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 21 h / 20 - 30 °C

1.2: acetic acid / tetrahydrofuran / 0.25 h

1.3: DDQ / tetrahydrofuran / 1 h / 20 °C

2.1: 4 h / 100 °C

In tetrahydrofuran; 1.1: Grignard addition;

DOI:10.1021/jo0523666

Reference yield:

6-Chloronicotinoyl chloride (58757-38-3) → N-tert-butyl-6-(4-methylpiperazin-1-yl)-4-(o-tolyl)nicotinamide (881743-64-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 66.8 g / toluene / 1.17 h

2.1: tetrahydrofuran / 21 h / 20 - 30 °C

2.2: acetic acid / tetrahydrofuran / 0.25 h

2.3: DDQ / tetrahydrofuran / 1 h / 20 °C

3.1: 4 h / 100 °C

In tetrahydrofuran; toluene; 2.1: Grignard addition;

DOI:10.1021/jo0523666

upstream raw materials:

1-methyl-piperazine

N-tert-butyl-6-chloro-4-(o-tolyl)nicotinamide

N-tert-butyl-6-chloro-nicotinamide

6-Chloronicotinoyl chloride

Downstream raw materials:

[6-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridin-3-yl]carbamic acid methyl ester

netupitant

methyl-[6-(4-methyl-piperazin-1-yl)-4-o-tolyl-pyridin-3-yl]-amine

4-(2-methylphenyl)-6-(4-methylpiperazinyl)-3-pyridinecarboxamide