1-[6-chloro-2-methyl-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

Base Information

• Chemical Name: 1-[6-chloro-2-methyl-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide
• CAS No.: 1176761-16-2
• Molecular Formula: C₁₉H₂₀ClF₃N₄O
• Molecular Weight: 412.842
• Mol file: 1176761-16-2.mol

Synonyms:1-[6-chloro-2-methyl-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

Chemical Property of 1-[6-chloro-2-methyl-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[6-chloro-2-methyl-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

There total 4 articles about 1-[6-chloro-2-methyl-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide 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: 18.0%

2,4-dichloro-2-methylpyrimidine (1780-26-3) + N-[[2-(trifluoromethyl)phenyl]methyl]-4-piperidinecarboxamide (1141894-80-5) → 1-[6-chloro-2-methyl-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide (1176761-16-2)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 20 - 180 ℃; for 1.01667h; Microwave irradiation;

Reference yield:

o-trifluoromethylbenzylamine (3048-01-9) → 1-[6-chloro-2-methyl-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide (1176761-16-2)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 10 °C

2: trifluoroacetic acid / 1 h / 0 °C

3: sodium hydroxide / 1,4-dioxane; water / 1 h / 180 °C / Microwave irradiation

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/j.bmcl.2013.04.019

Reference yield:

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid (84358-13-4,174286-31-8) → 1-[6-chloro-2-methyl-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide (1176761-16-2)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 10 °C

2: trifluoroacetic acid / 1 h / 0 °C

3: sodium hydroxide / 1,4-dioxane; water / 1 h / 180 °C / Microwave irradiation

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/j.bmcl.2013.04.019

upstream raw materials:

2,4-dichloro-2-methylpyrimidine

N-[[2-(trifluoromethyl)phenyl]methyl]-4-piperidinecarboxamide

o-trifluoromethylbenzylamine

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

Downstream raw materials:

1-[2-methyl-6-(methylamino)-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide