13-Bromo-2-piperidin-4-ylidene-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene

Base Information

• Chemical Name: 13-Bromo-2-piperidin-4-ylidene-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• CAS No.: 117796-50-6
• Molecular Formula: C₁₉H₁₉BrN₂
• Molecular Weight: 355.277
• Hs Code.: 2933399090
• UNII: 5UI3SF4P3N
• Mol file: 117796-50-6.mol

Synonyms:117796-50-6;13-Bromo-2-piperidin-4-ylidene-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene;8-Bromo-desloratadine;5UI3SF4P3N;13-Bromo-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0(3,8)]pentadeca-1(11),3(8),4,6,12,14-hexaene;5H-Benzo(5,6)cyclohepta(1,2-b)pyridine, 8-bromo-6,11-dihydro-11-(4-piperidinylidene)-;8-BRomo-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine;8-Bromo-6,11-dihydro-11-(piperidin-4-ylidene)-5H-benzo(5,6)cyclohepta(1,2-b)pyridine;Desloratidine Bromo;Desloratadine Impurity B;UNII-5UI3SF4P3N;SCHEMBL5430707;8-Deschloro-8-bromo Desloratadine;PD121234;CS-0214527;A1-06451;Z2582800425;8-Bromo-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine (Desloratadine Impurity)

Chemical Property of 13-Bromo-2-piperidin-4-ylidene-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene

Chemical Property:

• Boiling Point: 478.9±45.0 °C(Predicted)
• PKA: 10.27±0.20(Predicted)
• Density: 1.373±0.06 g/cm3(Predicted)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 354.07316
• Heavy Atom Count: 22
• Complexity: 425

Purity/Quality:

98% ^*data from raw suppliers

8-Deschloro-8-bromoDesloratadine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)Br)C(=C3CCNCC3)C4=C1C=CC=N4
• Uses: 8-Deschloro-8-bromo Desloratadine (Desloratadine USP Related Compound A)?is an impurity of Loratadine (L469575). It may be used?to develop novel analytical applications for detecting impurities of?Loratadine.

Technology Process of 13-Bromo-2-piperidin-4-ylidene-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene

There total 7 articles about 13-Bromo-2-piperidin-4-ylidene-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene 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:

N-tert-butyl-3-methylpyridine-2-carboxamide (32998-95-1) → 8-Bromo-11-piperidin-4-ylidene-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine (117796-50-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) n-BuLi / 1.) THF, -40 deg C

2: POCl₃ / Heating

3: 2.) aq. HCl / 1.) THF, reflux

4: CF₃SO₃H / Heating

5: Et₃N / toluene / Heating

6: aq. KOH / Heating

With hydrogenchloride; potassium hydroxide; n-butyllithium; trifluorormethanesulfonic acid; triethylamine; trichlorophosphate; In toluene;

DOI:10.1021/jm00105a069

Reference yield:

3-[2-(3-Bromo-phenyl)-ethyl]-pyridine-2-carbonitrile (130642-54-5) → 8-Bromo-11-piperidin-4-ylidene-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine (117796-50-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 2.) aq. HCl / 1.) THF, reflux

2: CF₃SO₃H / Heating

3: Et₃N / toluene / Heating

4: aq. KOH / Heating

With hydrogenchloride; potassium hydroxide; trifluorormethanesulfonic acid; triethylamine; In toluene;

DOI:10.1021/jm00105a069

Reference yield:

3-[2-(3-Bromo-phenyl)-ethyl]-pyridine-2-carboxylic acid tert-butylamide (130642-47-6) → 8-Bromo-11-piperidin-4-ylidene-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine (117796-50-6)

Guidance literature:

Multi-step reaction with 5 steps

1: POCl₃ / Heating

2: 2.) aq. HCl / 1.) THF, reflux

3: CF₃SO₃H / Heating

4: Et₃N / toluene / Heating

5: aq. KOH / Heating

With hydrogenchloride; potassium hydroxide; trifluorormethanesulfonic acid; triethylamine; trichlorophosphate; In toluene;

DOI:10.1021/jm00105a069

upstream raw materials:

4-(8-Bromo-5,6-dihydro-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-piperidine-1-carboxylic acid ethyl ester

N-tert-butyl-3-methylpyridine-2-carboxamide

3-[2-(3-Bromo-phenyl)-ethyl]-pyridine-2-carbonitrile

3-[2-(3-Bromo-phenyl)-ethyl]-pyridine-2-carboxylic acid tert-butylamide

Refernces