8-Dechloro-9-chloro Desloratadine

Base Information

• Chemical Name: 8-Dechloro-9-chloro Desloratadine
• CAS No.: 117811-13-9
• Molecular Formula: C₁₉H₁₉ClN₂
• Molecular Weight: 310.826
• DSSTox Substance ID: DTXSID40437290
• Mol file: 117811-13-9.mol

Synonyms:8-Dechloro-9-chloro Desloratadine;117811-13-9;14-chloro-2-piperidin-4-ylidene-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene;DTXSID40437290;STL454293;FT-0665548;5H-Benzo[5,6]cyclohepta[1,2-b]pyridine, 9-chloro-6,11-dihydro-11-(4-piperidinylidene)-;5H-Benzo[5,6]cyclohepta[1,2-b]pyridine,9-chloro-6,11-dihydro-11-(4-piperidinylidene)-;9-chloro-11-(piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine

Chemical Property of 8-Dechloro-9-chloro Desloratadine

Chemical Property:

• Melting Point: 134-135 °C
• Boiling Point: 467.9±45.0 °C(Predicted)
• PKA: 10.25±0.20(Predicted)
• PSA: 24.92000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 4.34770
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 310.1236763
• Heavy Atom Count: 22
• Complexity: 425

Purity/Quality:

97% ^*data from raw suppliers

8-Dechloro-9-chloroDesloratadine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=C(C=C2)Cl)C(=C3CCNCC3)C4=C1C=CC=N4
• Uses: An impurity of Desloratadine (D290750); an active metabolite of Loratadine (L469575).

Technology Process of 8-Dechloro-9-chloro Desloratadine

There total 9 articles about 8-Dechloro-9-chloro Desloratadine 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:

7-Chlor-10,11-dihydro-4-aza-5H-dibenzocyclohepten-5-on (3964-84-9) → desloratadine (117811-13-9)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / -40 °C

2: H₂SO₄

3: Et₃N / toluene / Heating

4: aq. KOH / Heating

With potassium hydroxide; sulfuric acid; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1021/jm00105a069

Reference yield:

N-tert-butyl-3-methylpyridine-2-carboxamide (32998-95-1) → desloratadine (117811-13-9)

Guidance literature:

Multi-step reaction with 7 steps

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

2: POCl₃ / Heating

3: PPA / Heating

4: tetrahydrofuran / -40 °C

5: H₂SO₄

6: Et₃N / toluene / Heating

7: aq. KOH / Heating

With potassium hydroxide; n-butyllithium; sulfuric acid; triethylamine; trichlorophosphate; In tetrahydrofuran; toluene;

DOI:10.1021/jm00105a069

Reference yield:

3-(4-chloro-phenethyl)-pyridine-2-carbonitrile (31255-55-7) → desloratadine (117811-13-9)

Guidance literature:

Multi-step reaction with 5 steps

1: PPA / Heating

2: tetrahydrofuran / -40 °C

3: H₂SO₄

4: Et₃N / toluene / Heating

5: aq. KOH / Heating

With potassium hydroxide; sulfuric acid; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1021/jm00105a069

upstream raw materials:

4-(9-Chloro-5,6-dihydro-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-piperidine-1-carboxylic acid ethyl ester

7-Chlor-10,11-dihydro-4-aza-5H-dibenzocyclohepten-5-on

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

3-(4-chloro-phenethyl)-pyridine-2-carbonitrile

Refernces