4-(1H-Imidazol-4-ylmethyl)-1-methylpiperidinedihydrobromide

Base Information

• Chemical Name: 4-(1H-Imidazol-4-ylmethyl)-1-methylpiperidinedihydrobromide
• CAS No.: 151070-80-3
• Molecular Formula: C₁₀H₁₇N₃
• Molecular Weight: 179.265
• Mol file: 151070-80-3.mol

Synonyms:

Chemical Property of 4-(1H-Imidazol-4-ylmethyl)-1-methylpiperidinedihydrobromide

Chemical Property:

• Boiling Point: 345.2±15.0 °C(Predicted)
• PKA: 14?+-.0.10(Predicted)
• Density: 1.071±0.06 g/cm3(Predicted)
• Storage Temp.: Desiccate at RT

Purity/Quality:

99% ^*data from raw suppliers

Methimepip ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Methimepip is a selective histamine H3 receptor agonist and a derivative of Immepip (I490000).

Technology Process of 4-(1H-Imidazol-4-ylmethyl)-1-methylpiperidinedihydrobromide

There total 6 articles about 4-(1H-Imidazol-4-ylmethyl)-1-methylpiperidinedihydrobromide 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:

4-(imidazol-4-ylmethyl)piperidine-1-carboxylic acid tert-butyl ester (817636-73-0) → methimepip (151070-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / aq. HBr / 2 h / 80 °C

2: aq. HCO₂H / methanol / 6 h / Heating

With formic acid; hydrogen bromide; In methanol;

DOI:10.1021/jm049475h

Reference yield:

4-[4-(4-methylbenzenesulfonyl)-4,5-dihydrooxazol-5-ylmethyl]piperidine-1-carboxylic acid tert-butyl ester (817636-74-1) → methimepip (151070-80-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 13.7 g / NH₃ / ethanol / 16 h / 90 - 110 °C

2: 65 percent / aq. HBr / 2 h / 80 °C

3: aq. HCO₂H / methanol / 6 h / Heating

With formic acid; ammonia; hydrogen bromide; In methanol; ethanol;

DOI:10.1021/jm049475h

Reference yield:

4-(2-Hydroxyethyl)piperidine (622-26-4) → methimepip (151070-80-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / Et₃N / CHCl₃ / 17 h

2: 90 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -60 - 20 °C

3: NaCN / ethanol / 2 h

4: 13.7 g / NH₃ / ethanol / 16 h / 90 - 110 °C

5: 65 percent / aq. HBr / 2 h / 80 °C

6: aq. HCO₂H / methanol / 6 h / Heating

With formic acid; oxalyl dichloride; sodium cyanide; ammonia; hydrogen bromide; dimethyl sulfoxide; triethylamine; In methanol; ethanol; dichloromethane; chloroform; 2: Swern oxidation;

DOI:10.1021/jm049475h

upstream raw materials:

formaldehyd

Immepip dihydrobromide

4-(imidazol-4-ylmethyl)piperidine-1-carboxylic acid tert-butyl ester

4-[4-(4-methylbenzenesulfonyl)-4,5-dihydrooxazol-5-ylmethyl]piperidine-1-carboxylic acid tert-butyl ester

Refernces