(R)-6-chloro-2,4-dimethyl-N-(3-(4-((thiophen-3-ylmethyl)amino)piperidin-1-yl)butyl)nicotinamide

Base Information

• Chemical Name: (R)-6-chloro-2,4-dimethyl-N-(3-(4-((thiophen-3-ylmethyl)amino)piperidin-1-yl)butyl)nicotinamide
• CAS No.: 918144-13-5
• Molecular Formula: C₂₂H₃₁ClN₄OS
• Molecular Weight: 435.033
• Mol file: 918144-13-5.mol

Synonyms:(R)-6-chloro-2,4-dimethyl-N-(3-(4-((thiophen-3-ylmethyl)amino)piperidin-1-yl)butyl)nicotinamide

Chemical Property of (R)-6-chloro-2,4-dimethyl-N-(3-(4-((thiophen-3-ylmethyl)amino)piperidin-1-yl)butyl)nicotinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-6-chloro-2,4-dimethyl-N-(3-(4-((thiophen-3-ylmethyl)amino)piperidin-1-yl)butyl)nicotinamide

There total 1 articles about (R)-6-chloro-2,4-dimethyl-N-(3-(4-((thiophen-3-ylmethyl)amino)piperidin-1-yl)butyl)nicotinamide 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:

5-bromo-2-chloro-4,6-dimethylpyridine (918145-29-6) → (R)-6-chloro-2,4-dimethyl-N-(3-(4-((thiophen-3-ylmethyl)amino)piperidin-1-yl)butyl)nicotinamide (918144-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

1.2: 0.67 h / Inert atmosphere; Cooling with ice

1.3: 30 °C / Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 20 °C / Inert atmosphere

With isopropylmagnesium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/op200259t

Reference yield: 64.0%

(R)-6-chloro-2,4-dimethyl-N-(3-(4-((thiophen-3-ylmethyl)amino)piperidin-1-yl)butyl)nicotinamide (918144-13-5) + 4-nitrobenzyl chloroformate (4457-32-3) → (1-{(R)-3-[(6-chloro-2,4-dimethyl-pyridine-3-carbonyl)-amino]-1-methyl-propyl}-piperidin-4-yl)-thiophen-3-ylmethyl-carbamic acid 4-nitro-benzyl ester

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 60 ℃; for 16h;

Reference yield:

4-{[(4-nitrophenoxy)carbonylamino]methyl}benzoic acid (918144-04-4) + (R)-6-chloro-2,4-dimethyl-N-(3-(4-((thiophen-3-ylmethyl)amino)piperidin-1-yl)butyl)nicotinamide (918144-13-5) → 4-({[{1-[(2R)-4-{[(6-chloro-2,4-dimethylpyridin-3-yl)carbonyl]amino}butan-2-yl]piperidin-4-yl}(thiophen-3-ylmethyl)carbamoyl]amino}methyl)benzoic acid

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 60 - 70 ℃;

DOI:10.1021/ml2002604

upstream raw materials:

5-bromo-2-chloro-4,6-dimethylpyridine