N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide

Base Information

• Chemical Name: N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide
• CAS No.: 98626-61-0
• Molecular Formula: C₁₇H₂₆N₂O
• Molecular Weight: 274.406
• European Community (EC) Number: 691-258-9
• DSSTox Substance ID: DTXSID30861065
• Nikkaji Number: J824.305K
• Mol file: 98626-61-0.mol

Synonyms:1 Propyl 2',6' pipecoloxylidide;1-propyl-2',6'-pipecoloxylidide;AL 381;AL-381;AL381;LEA 103;LEA-103;LEA103;Naropeine;Naropin;ropivacaine;ropivacaine hydrochloride;ropivacaine monohydrochloride;ropivacaine monohydrochloride, (S)-isomer

Chemical Property of N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 274.204513457
• Heavy Atom Count: 20
• Complexity: 308

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCN1CCCCC1C(=O)NC2=C(C=CC=C2C)C

Technology Process of N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide

There total 8 articles about N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide 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: 95.0%

2',6'-pipecoloxylidide (15883-20-2,27262-40-4,27262-43-7,78341-12-5) + propyl bromide (106-94-5) → 1-propyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide (98626-61-0,98717-16-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 78 ℃; for 2h; Temperature;

Reference yield: 80.0%

2-pyridine-carboxamide-N-(2,6-dimethylphenyl) (39627-98-0) + propionaldehyde (123-38-6) → 1-propyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide (98626-61-0,98717-16-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; acetic acid; In methanol; at 50 ℃;

DOI:10.1002/ejoc.201700824

Reference yield: 76.36%

1-propylpiperidine-2-carboxylic acid propyl ester + 2,6-dimethylaniline (87-62-7) → 1-propyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide (98626-61-0,98717-16-9)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 90 - 100 ℃; Solvent; Reagent/catalyst; Temperature;

upstream raw materials:

propyl bromide

ropivacaine

pipecolic Acid

2',6'-pipecoloxylidide

Downstream raw materials:

ropivacaine

(+)-Ropivacaine